发明授权
- 专利标题: Preparation of 9-(Z)-retinoic acid
- 专利标题(中): 9-(Z) - 视黄酸的制备
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申请号: US358113申请日: 1994-12-16
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公开(公告)号: US5504230A公开(公告)日: 1996-04-02
- 发明人: Michael John , Joachim Paust
- 申请人: Michael John , Joachim Paust
- 申请人地址: DEX Ludwigshafen
- 专利权人: BASF Aktiengesellschaft
- 当前专利权人: BASF Aktiengesellschaft
- 当前专利权人地址: DEX Ludwigshafen
- 优先权: DEX4344148.3 19931223
- 主分类号: C07C51/00
- IPC分类号: C07C51/00 ; C07C57/03 ; C07C69/56 ; C07C403/00 ; C07C403/20 ; C07F9/02 ; C07F9/54
摘要:
A process for preparing 9-(Z)-retinoic acid from mother liquors from the industrial preparation of C.sub.15 -triarylphosphonium salts of the general formula I ##STR1## where R.sup.1 to R.sup.3 are each aryl and X.sup..crclbar. is halogen or (HSO.sub.4).sup..crclbar., in an organic solvent, which comprisesA. increasing the proportion of 9-(Z)-C.sub.15 -triarylphosphonium salt in the C.sub.15 -triarylphosphonium salts isolated from the mother liquor by treatment with isopropanol at elevated temperature, cooling and separating off the all-(E)-C.sub.15 -triarylphosphonium salt which has crystallized out,B. subjecting the resulting C.sub.15 -triarylphosphonium salt to a Wittig reaction with an alkyl .beta.-formylcrotonate of the general formula ##STR2## and C. hydrolyzing the resulting oily retinoic ester mixture in a C.sub.3 -C.sub.9 -alkanol, preferably in a propanol or butanol, precipitating the resulting 9-(Z)-retinoic acid where appropriate by adding methanol as crystals, with all-(E)-retinoic acid and other retinoic acid isomers remaining in the alkanolic solution.
公开/授权文献
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