1-Phenethylamine → N-Methylbenzylamine

반응식

[CH:1]([S:14]([CH2:16][C:17]([OH:19])=[O:18])=[O:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C1C=CC([CH:26]([S+]([O-])CC(N)=O)[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=CC=1.C[CH:40]([NH2:47])C1C=CC=CC=1>>[CH:1]([S:14]([CH2:16][C:17]([O-:19])=[O:18])=[O:15])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1.[CH3:40][NH:47][CH2:26][C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1

참가 물질

반응물 3

HCID 74081-Phenethylamine

HCID 3085267Modafinil acid

HCID 178514057HCID 178514057, 화합물

생성물 2

HCID 7669N-Methylbenzylamine

HCID 19020205(-)-Benzhydrylsulfinylacetate

실험 절차

Lafon also disclosed the use of an intermediate, a racemic mixture of benzhydrylsulphinylacetic acid to prepare an isomer of modafinil in U.S. Pat. No. 4,927,855, referring to French patent 2,326,181B. The racemic mixture of the acid was reacted with the (−)-α-methylbenzylamine to provide the (−)-benzhydrylsulphinylacetate of (−)-methylbenzylamine which is acidified with concentrated hydrochloric acid to provide (−)benzyhydrylsulphinylacetic acid. The levo-acid thus produced was then reacted with methylsulfate in water and sodium bicarbonate to provide methyl(−)benzhydrylsulphinylacetate. The acetate was then amidated with ammonia gas to provide (−)benzhydrylsulphinylacetamide.