$Version: 2 $Totobjs: 187 $Font: "Times" 90 0 $Name: "1.tgf" $Obj: atom $Atom_coords: 3860.00000 2760.00000 $Obj: atom $Atom_coords: 3720.00000 2990.00000 $Obj: atom $Atom_coords: 3980.00000 2920.00000 $Obj: atom $Atom_coords: 4240.00000 3000.00000 $Obj: atom $Atom_coords: 4380.00000 2770.00000 $Obj: atom $Atom_coords: 4120.00000 2830.00000 $Obj: bond $Bond_atoms: 0 1 $Obj: bond $Bond_atoms: 1 2 $Obj: bond $Bond_atoms: 2 3 $Obj: bond $Bond_atoms: 3 4 $Obj: bond $Bond_atoms: 4 5 $Obj: bond $Bond_atoms: 0 5 $Bond_crossed: $Obj: atom $Atom_coords: 3980.00000 2650.00000 $Obj: bond $Bond_atoms: 2 12 $Obj: atom $Atom_coords: 4380.00000 2480.00000 $Obj: bond $Bond_atoms: 4 14 $Obj: atom $Atom_coords: 3860.00000 2490.00000 $Obj: bond $Bond_atoms: 0 16 $Obj: atom $Atom_coords: 4100.00000 2410.00000 $Obj: bond $Bond_atoms: 16 18 $Obj: bond $Bond_atoms: 14 18 $Obj: bond $Bond_atoms: 12 18 $Obj: atom $Atom_coords: 460.00000 2730.00000 $Obj: atom $Atom_coords: 320.00000 2960.00000 $Obj: atom $Atom_coords: 580.00000 2890.00000 $Obj: atom $Atom_coords: 840.00000 2970.00000 $Obj: atom $Atom_coords: 980.00000 2740.00000 $Obj: atom $Atom_coords: 720.00000 2800.00000 $Obj: bond $Bond_atoms: 22 23 $Obj: bond $Bond_atoms: 23 24 $Obj: bond $Bond_atoms: 24 25 $Obj: bond $Bond_atoms: 25 26 $Obj: bond $Bond_atoms: 26 27 $Obj: bond $Bond_atoms: 22 27 $Bond_crossed: $Obj: atom $Atom_coords: 580.00000 2620.00000 $Obj: bond $Bond_atoms: 24 34 $Obj: atom $Atom_coords: 980.00000 2460.00000 $Obj: bond $Bond_atoms: 26 36 $Obj: atom $Atom_coords: 460.00000 2460.00000 $Obj: bond $Bond_atoms: 22 38 $Obj: atom $Atom_coords: 700.00000 2380.00000 $Obj: bond $Bond_atoms: 38 40 $Obj: bond $Bond_atoms: 36 40 $Obj: bond $Bond_atoms: 34 40 $Obj: atom $Atom_coords: 1100.00000 2330.00000 $Font: "Times" 140 0 $Atom_type: 8 $Obj: bond $Bond_atoms: 36 44 $Bond_type: double $Obj: atom $Atom_coords: 2190.00000 2630.00000 $Obj: atom $Atom_coords: 2300.00000 2810.00000 $Obj: atom $Atom_coords: 2500.00000 2810.00000 $Obj: atom $Atom_coords: 2600.00000 2630.00000 $Obj: atom $Atom_coords: 2500.00000 2460.00000 $Obj: atom $Atom_coords: 2300.00000 2460.00000 $Obj: bond $Bond_atoms: 46 47 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 47 48 $Obj: bond $Bond_atoms: 48 49 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 49 50 $Obj: bond $Bond_atoms: 50 51 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 46 51 $Obj: atom $Atom_coords: 2020.00000 2630.00000 $Font: "Times" 140 0 $Atom_type: 7 $Atom_dispflags: 1 $Obj: bond $Bond_atoms: 46 58 $Obj: line $Obj_coords: 3590 2610 2860 2610 $ArrowDir: 2 $Obj: atom $Atom_coords: 420.00000 790.00000 $Font: "Times" 140 0 $Atom_type: 1 $Obj: atom $Atom_coords: 760.00000 790.00000 $Obj: bond $Bond_atoms: 61 62 $Obj: atom $Atom_coords: 1090.00000 790.00000 $Obj: bond $Bond_atoms: 62 64 $Bond_type: triple $Obj: atom $Atom_coords: 1410.00000 790.00000 $Font: "Times" 140 0 $Atom_type: 272 $Atom_dispflags: 1 $Atom_alias: "SiMe3" $Abbrev_atch: 1 67 $BegSketch: $Totobjs: 28 $Obj: atom $Atom_coords: 1410.00000 790.00000 $Atom_type: 14 $Obj: atom $Atom_coords: 1470.00000 890.00000 $Obj: atom $Atom_coords: 1410.00000 990.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1590.00000 890.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1350.00000 890.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1350.00000 690.00000 $Obj: atom $Atom_coords: 1410.00000 590.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1240.00000 690.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1470.00000 690.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1310.00000 850.00000 $Obj: atom $Atom_coords: 1210.00000 790.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1310.00000 960.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 1310.00000 730.00000 $Atom_type: 1 $Obj: bond $Bond_atoms: 0 1 $Obj: bond $Bond_atoms: 0 5 $Obj: bond $Bond_atoms: 0 9 $Obj: bond $Bond_atoms: 1 2 $Obj: bond $Bond_atoms: 1 3 $Obj: bond $Bond_atoms: 1 4 $Obj: bond $Bond_atoms: 5 6 $Obj: bond $Bond_atoms: 5 7 $Obj: bond $Bond_atoms: 5 8 $Obj: bond $Bond_atoms: 9 10 $Obj: bond $Bond_atoms: 9 11 $Obj: bond $Bond_atoms: 9 12 $Obj: bond $Bond_atoms: 26 0 $Obj: atom $Atom_coords: 1410.00000 790.00000 $Obj: sgroup $Obj_coords: 0 0 0 0 $SGroupAtch: 2 25 0 $SGroupName: "SiMe3" $SGroupType: 2 $SGroupAtchPt: $EndSketch: $Obj: bond $Bond_atoms: 64 66 $Obj: line $Obj_coords: 4100 760 3090 760 $ArrowDir: 2 $Obj: atom $Atom_coords: 5530.00000 760.00000 $Font: "Times" 140 0 $Atom_type: 3 $Obj: atom $Atom_coords: 5870.00000 760.00000 $Obj: bond $Bond_atoms: 69 70 $Obj: atom $Atom_coords: 6200.00000 760.00000 $Obj: bond $Bond_atoms: 70 72 $Bond_type: triple $Obj: atom $Atom_coords: 6520.00000 760.00000 $Font: "Times" 140 0 $Atom_type: 272 $Atom_dispflags: 1 $Atom_alias: "SiMe3" $Abbrev_atch: 1 75 $BegSketch: $Totobjs: 28 $Obj: atom $Atom_coords: 6520.00000 760.00000 $Atom_type: 14 $Obj: atom $Atom_coords: 6580.00000 860.00000 $Obj: atom $Atom_coords: 6520.00000 960.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6700.00000 860.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6460.00000 860.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6460.00000 660.00000 $Obj: atom $Atom_coords: 6520.00000 560.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6350.00000 660.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6580.00000 660.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6420.00000 820.00000 $Obj: atom $Atom_coords: 6320.00000 760.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6420.00000 930.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6420.00000 700.00000 $Atom_type: 1 $Obj: bond $Bond_atoms: 0 1 $Obj: bond $Bond_atoms: 0 5 $Obj: bond $Bond_atoms: 0 9 $Obj: bond $Bond_atoms: 1 2 $Obj: bond $Bond_atoms: 1 3 $Obj: bond $Bond_atoms: 1 4 $Obj: bond $Bond_atoms: 5 6 $Obj: bond $Bond_atoms: 5 7 $Obj: bond $Bond_atoms: 5 8 $Obj: bond $Bond_atoms: 9 10 $Obj: bond $Bond_atoms: 9 11 $Obj: bond $Bond_atoms: 9 12 $Obj: bond $Bond_atoms: 26 0 $Obj: atom $Atom_coords: 6520.00000 760.00000 $Obj: sgroup $Obj_coords: 0 0 0 0 $SGroupAtch: 2 25 0 $SGroupName: "SiMe3" $SGroupType: 2 $SGroupAtchPt: $EndSketch: $Obj: bond $Bond_atoms: 72 74 $Obj: text $Obj_coords: 2820 2280 4420 2780 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 Toluene\par Tosic acid cat. \plain } $Obj: line $Obj_coords: 6060 3200 6060 1300 $ArrowDir: 2 $Obj: atom $Atom_coords: 5370.00000 4530.00000 $Obj: atom $Atom_coords: 5230.00000 4760.00000 $Obj: atom $Atom_coords: 5490.00000 4690.00000 $Obj: atom $Atom_coords: 5750.00000 4770.00000 $Obj: atom $Atom_coords: 5890.00000 4540.00000 $Obj: atom $Atom_coords: 5630.00000 4600.00000 $Obj: bond $Bond_atoms: 78 79 $Obj: bond $Bond_atoms: 79 80 $Obj: bond $Bond_atoms: 80 81 $Obj: bond $Bond_atoms: 81 82 $Obj: bond $Bond_atoms: 82 83 $Obj: bond $Bond_atoms: 78 83 $Bond_crossed: $Obj: atom $Atom_coords: 5490.00000 4420.00000 $Obj: bond $Bond_atoms: 80 90 $Obj: atom $Atom_coords: 5890.00000 4260.00000 $Obj: bond $Bond_atoms: 82 92 $Obj: atom $Atom_coords: 5370.00000 4260.00000 $Obj: bond $Bond_atoms: 78 94 $Obj: atom $Atom_coords: 5610.00000 4180.00000 $Obj: bond $Bond_atoms: 94 96 $Obj: bond $Bond_atoms: 92 96 $Obj: bond $Bond_atoms: 90 96 $Obj: atom $Atom_coords: 6110.00000 4030.00000 $Font: "Times" 140 0 $Atom_type: 7 $Atom_dispflags: 1 $Obj: bond $Bond_atoms: 92 100 $Obj: text $Obj_coords: 1380 2620 1560 2800 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 + \plain } $Obj: atom $Atom_coords: 6130.00000 4330.00000 $Obj: bond $Bond_atoms: 92 103 $Obj: atom $Atom_coords: 6370.00000 4390.00000 $Obj: bond $Bond_atoms: 103 105 $Bond_type: triple $Obj: atom $Atom_coords: 6620.00000 4460.00000 $Font: "Times" 140 0 $Atom_type: 272 $Atom_dispflags: 1 $Atom_alias: "SiMe3" $Abbrev_atch: 1 108 $BegSketch: $Totobjs: 28 $Obj: atom $Atom_coords: 6620.00000 4460.00000 $Atom_type: 14 $Obj: atom $Atom_coords: 6700.00000 4370.00000 $Obj: atom $Atom_coords: 6810.00000 4400.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6670.00000 4260.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6590.00000 4340.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6530.00000 4540.00000 $Obj: atom $Atom_coords: 6570.00000 4650.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6420.00000 4510.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6500.00000 4430.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6700.00000 4540.00000 $Obj: atom $Atom_coords: 6810.00000 4510.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6670.00000 4650.00000 $Atom_type: 1 $Obj: atom $Atom_coords: 6590.00000 4570.00000 $Atom_type: 1 $Obj: bond $Bond_atoms: 0 1 $Obj: bond $Bond_atoms: 0 5 $Obj: bond $Bond_atoms: 0 9 $Obj: bond $Bond_atoms: 1 2 $Obj: bond $Bond_atoms: 1 3 $Obj: bond $Bond_atoms: 1 4 $Obj: bond $Bond_atoms: 5 6 $Obj: bond $Bond_atoms: 5 7 $Obj: bond $Bond_atoms: 5 8 $Obj: bond $Bond_atoms: 9 10 $Obj: bond $Bond_atoms: 9 11 $Obj: bond $Bond_atoms: 9 12 $Obj: bond $Bond_atoms: 26 0 $Obj: atom $Atom_coords: 6620.00000 4460.00000 $Obj: sgroup $Obj_coords: 0 0 0 0 $SGroupAtch: 2 25 0 $SGroupName: "SiMe3" $SGroupType: 2 $SGroupAtchPt: $EndSketch: $Obj: bond $Bond_atoms: 105 107 $Obj: text $Obj_coords: 2840 2720 3960 2920 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 Reflux 3h \plain } $Obj: text $Obj_coords: 3410 570 3970 770 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 BuLi \plain } $Obj: atom $Atom_coords: 6110.00000 3760.00000 $Obj: bond $Bond_atoms: 100 111 $Obj: atom $Atom_coords: 6280.00000 3670.00000 $Obj: atom $Atom_coords: 6280.00000 3480.00000 $Obj: atom $Atom_coords: 6110.00000 3380.00000 $Obj: atom $Atom_coords: 5950.00000 3480.00000 $Obj: atom $Atom_coords: 5950.00000 3670.00000 $Obj: bond $Bond_atoms: 111 113 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 113 114 $Obj: bond $Bond_atoms: 114 115 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 115 116 $Obj: bond $Bond_atoms: 116 117 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 111 117 $Obj: atom $Atom_coords: 4550.00000 2310.00000 $Font: "Times" 140 0 $Atom_type: 7 $Obj: bond $Bond_atoms: 14 124 $Bond_type: double $Obj: atom $Atom_coords: 4780.00000 2310.00000 $Obj: bond $Bond_atoms: 126 124 $Obj: atom $Atom_coords: 4880.00000 2480.00000 $Obj: atom $Atom_coords: 5080.00000 2480.00000 $Obj: atom $Atom_coords: 5180.00000 2310.00000 $Obj: atom $Atom_coords: 5080.00000 2140.00000 $Obj: atom $Atom_coords: 4880.00000 2140.00000 $Obj: bond $Bond_atoms: 126 128 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 128 129 $Obj: bond $Bond_atoms: 129 130 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 130 131 $Obj: bond $Bond_atoms: 131 132 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 126 132 $Obj: line $Obj_coords: 3600 4440 4870 4440 $ArrowDir: 2 $Obj: text $Obj_coords: 3230 830 4470 1050 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 THF/-78ūC \plain } $Obj: text $Obj_coords: 6250 2790 7510 2990 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 Reflux/67h \plain } $Obj: atom $Atom_coords: 1420.00000 4570.00000 $Obj: atom $Atom_coords: 1280.00000 4800.00000 $Obj: atom $Atom_coords: 1540.00000 4730.00000 $Obj: atom $Atom_coords: 1800.00000 4810.00000 $Obj: atom $Atom_coords: 1940.00000 4580.00000 $Obj: atom $Atom_coords: 1680.00000 4640.00000 $Obj: bond $Bond_atoms: 142 143 $Obj: bond $Bond_atoms: 143 144 $Obj: bond $Bond_atoms: 144 145 $Obj: bond $Bond_atoms: 145 146 $Obj: bond $Bond_atoms: 146 147 $Obj: bond $Bond_atoms: 142 147 $Bond_crossed: $Obj: atom $Atom_coords: 1540.00000 4460.00000 $Obj: bond $Bond_atoms: 144 154 $Obj: atom $Atom_coords: 1940.00000 4300.00000 $Obj: bond $Bond_atoms: 146 156 $Obj: atom $Atom_coords: 1420.00000 4300.00000 $Obj: bond $Bond_atoms: 142 158 $Obj: atom $Atom_coords: 1660.00000 4220.00000 $Obj: bond $Bond_atoms: 158 160 $Obj: bond $Bond_atoms: 156 160 $Obj: bond $Bond_atoms: 154 160 $Obj: atom $Atom_coords: 2160.00000 4070.00000 $Font: "Times" 140 0 $Atom_type: 7 $Atom_dispflags: 1 $Obj: bond $Bond_atoms: 156 164 $Obj: atom $Atom_coords: 2180.00000 4370.00000 $Obj: bond $Bond_atoms: 156 166 $Obj: atom $Atom_coords: 2420.00000 4430.00000 $Obj: bond $Bond_atoms: 166 168 $Bond_type: triple $Obj: atom $Atom_coords: 2160.00000 3800.00000 $Obj: bond $Bond_atoms: 164 170 $Obj: atom $Atom_coords: 2330.00000 3710.00000 $Obj: atom $Atom_coords: 2330.00000 3520.00000 $Obj: atom $Atom_coords: 2160.00000 3420.00000 $Obj: atom $Atom_coords: 2000.00000 3520.00000 $Obj: atom $Atom_coords: 2000.00000 3710.00000 $Obj: bond $Bond_atoms: 170 172 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 172 173 $Obj: bond $Bond_atoms: 173 174 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 174 175 $Obj: bond $Bond_atoms: 175 176 $Bond_dbl_side: 1 $Bond_type: double $Obj: bond $Bond_atoms: 170 176 $Obj: atom $Atom_coords: 2680.00000 4500.00000 $Font: "Times" 140 0 $Atom_type: 1 $Obj: bond $Bond_atoms: 168 183 $Obj: text $Obj_coords: 3760 4220 5740 4420 $Transparent: $MDLEdittext: 0 0011 {\rtf1\defformat\mac {\fonttbl {\f3\nil Geneva;} } \f3\fs24 5KOH/Reflux 30' \plain } $Obj: arc $Arc_endpts: 6070 3200 5370 3300 $Obj_coords: 4650 2580 6080 4010 $Fill_style: 0 $EndSketch: