发明公开
EP0035355A3 Modified aluminium hydrides, their preparation and their use in reducing acetylnaphthalene derivatives
失效
改性铝酸盐,它们的制备及其在减少乙酰苯胺衍生物中的用途
- 专利标题: Modified aluminium hydrides, their preparation and their use in reducing acetylnaphthalene derivatives
- 专利标题(中): 改性铝酸盐,它们的制备及其在减少乙酰苯胺衍生物中的用途
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申请号: EP81300754申请日: 1981-02-24
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公开(公告)号: EP0035355A3公开(公告)日: 1982-01-20
- 发明人: Terashima, Shiro , Koga, Kenji , Tanno, Norihiko
- 申请人: SUMITOMO CHEMICAL COMPANY, LIMITED
- 专利权人: SUMITOMO CHEMICAL COMPANY, LIMITED
- 当前专利权人: SUMITOMO CHEMICAL COMPANY, LIMITED
- 优先权: JP2767380 19800304; JP9895680 19800718
- 主分类号: C07C91/16
- IPC分类号: C07C91/16 ; C07C87/62 ; C07C41/18 ; C07C43/253 ; C07F05/06
摘要:
A modified lithium aluminium hydride type reducing agent is useful for reducing organic compounds having a carbonyl group-(ketone group of aldehyde group) in their structure to the corresponding alcohols. It is obtained by reacting one equivalent of lithium aluminium hydride with one equivalent of an optically active N-substituted ephedrine of the formula,
(wherein R, is a C i -C 4 alkyl group or benzyl group and Ph is phenyl group)
and two equivalents of an N-substituted aniline of the formula,
(wherein R 2 is a C 1 -C 4 alkyl group or phenyl group, and Ph is phenyl group). The reducing agent is particularly useful for reducing 2-acetyl-5, 8-dimethoxy-3, 4-dihydronaphthalene to the corresponding 2-(1'-hydroxy)ethyl compound, and, by selecting a particular modified aluminium hydride the unsymmetrical ketone can be reduced to selectively produce either an alcohol in which the asymmetric carbon atom bonded to the hydroxy group is in R-configuration or an alcohol in which said asymmetric carbon atom is in S-configuration.
(wherein R, is a C i -C 4 alkyl group or benzyl group and Ph is phenyl group)
and two equivalents of an N-substituted aniline of the formula,
(wherein R 2 is a C 1 -C 4 alkyl group or phenyl group, and Ph is phenyl group). The reducing agent is particularly useful for reducing 2-acetyl-5, 8-dimethoxy-3, 4-dihydronaphthalene to the corresponding 2-(1'-hydroxy)ethyl compound, and, by selecting a particular modified aluminium hydride the unsymmetrical ketone can be reduced to selectively produce either an alcohol in which the asymmetric carbon atom bonded to the hydroxy group is in R-configuration or an alcohol in which said asymmetric carbon atom is in S-configuration.
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