[CH3:1][N:2]([CH3:19])[CH2:3][CH:4]([C:6]1([OH:18])[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH3:5].[CH3:20][I:21]>CCOCC.O1CCCC1>[I-:21].[OH:18][C:6]1([CH:4]([CH3:5])[CH2:3][N+:2]([CH3:20])([CH3:1])[CH3:19])[CH2:11][CH2:10][CH2:9][CH2:8][CH:7]1[C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1A solution of 3.5 grams of 1-(2-dimethylamino-1-methylethyl)-2-phenyl-cyclohexanol in 250 ml ether and 10 ml tetrahydrofuran is treated with 6 ml methyl iodide and allowed to stand for 7 days. The crystalline product is filtered and washed with ether and recrystallized from water giving 2.1 grams melting at 155°-159°C.
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