[CH2:1]([C@H:4]1[CH2:9][CH2:8][C@H:7]([CH:10]=[CH:11][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].Cl.C(O)C>O>[CH2:1]([C@H:4]1[CH2:5][CH2:6][C@H:7](/[CH:10]=[CH:11]/[C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)[CH2:8][CH2:9]1)[CH2:2][CH3:3]This nitrile in an amount of 11.7 g (0.05 ml) was added to a mixture of 13.9 g (0.07 ml) of dihydrated sodium benzenesufinate, 12 ml of 6N-HCl, and 70 ml of ethanol, and reacted under reflux for 4 hours. After finishing of the reaction, 50 ml of water was added to the reaction product and then extracted with 150 ml of toluene. The organic layer thus obtained was washed with saturated aqueous sodium carbonate solution thrice and with water thrice, and then dried over anhydrous magnesium sulfate. The solvent was distilled off under a reduced pressure, and the residue was subjected to silica gel column chromatography (eluent: toluene) to obtain 12.0 g of a crude (E)-4-(2-(trans-4-propylcyclohexyl)vinyl)benzonitrile.
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