申请人:Griesbach Ulrich
公开号:US20090253937A1
公开(公告)日:2009-10-08
The present invention relates to a process for preparing an amine, which comprises the step cathodic reduction of a corresponding oxime derivative of the general formula (I)
where
R is C
1-6
-alkyl or C
2-6
-alkenyl which is optionally substituted by one or more substituents selected independently from the group consisting of phenyl, O—C
1-6
-alkyl, NH—C
1-6
-alkyl, N(C
1-6
-alkyl)
2
, OH and NH
2
;
R
1
is H; C
1-6
-alkyl or C(O)—C
1-6
-alkyl and
A is a 5-, 6- or 7-membered hydrocarbon ring which is saturated or has a double bond and in which at least one CH
2
group may, if appropriate, be replaced by —O—, —S— —NH—, —N═ or —N(C
1-6
-alkyl)- and which may optionally be substituted by one or more further substituents selected independently from the group consisting of phenyl, C
1-6
-alkyl, O—C
1-6
-alkyl, NH—C
1-6
-alkyl, N(C
1-6
-alkyl)
2
, OH and NH
2
;
wherein, based on the ring carbon bearing the substituent R, the oxime derivative has an excess of the R or S form of at least 10%.
本发明涉及一种制备胺的方法,包括步骤:将通式(I)的相应肟衍生物进行阴极还原,其中R为C1-6-烷基或C2-6-烯基,可以选择性地被苯基、O—C1-6-烷基、NH—C1-6-烷基、N(C1-6-烷基)2、OH和NH2中的一个或多个取代基取代;R1为H、C1-6-烷基或C(O)—C1-6-烷基;A为饱和的或含有双键的5、6或7元环烃环,其中至少一个CH2基团可以适当地被—O—、—S—、—NH—、—N═或—N(C1-6-烷基)-取代,并且可以选择性地被苯基、C1-6-烷基、O—C1-6-烷基、NH—C1-6-烷基、N(C1-6-烷基)2、OH和NH2中的一个或多个取代基取代;根据携带取代基R的环碳原子,肟衍生物的R或S形式至少超过10%。