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公开(公告)号:US5453547A
公开(公告)日:1995-09-26
申请号:US316654
申请日:1994-09-30
Applicant: Ulriche Zutter
Inventor: Ulriche Zutter
IPC: B01J23/44 , B01J27/10 , C07B61/00 , C07C45/40 , C07C45/62 , C07C47/263 , C07C67/40 , C07C69/007 , C07C69/145 , C07C403/12 , C07C409/20 , C07C45/27 , C07C45/28
CPC classification number: C07C403/12 , C07C45/40 , C07C45/62 , C07C69/007 , C07C2101/16
Abstract: A novel process for the manufacture of .gamma.-acetoxytiglic aldehyde ("C.sub.5 -aldehyde"), which is known as an important starting material for the production of vitamin A acetate from a (.beta.-ionylidenethyl)triphenylphosphonium halide and C.sub.5 -aldehyde, comprises treating a pentenyn-3-ol of the formula HC.tbd.C--C(CH.sub.3)(OH)--CH.dbd.C(R).sub.2 (II), wherein both R's signify either hydrogen or methyl, with ozone, preferably in a lower alkanol R.sup.1 OH, wherein R.sup.1 signifies C.sub.1-4 -alkyl, to obtain an aldehyde 2-hydroxy-2-methyl-3-butynal of the formula HC.tbd.C--C(CH.sub.3)(OH)--CHO (III). The aldehyde III may be converted to the C.sub.5 -aldehyde by conventional means.
Abstract translation: 用于制造γ-乙酰氧基乙醛(“C5-醛”)的新方法,其被称为从(β-亚硫酰基乙基)三苯基鏻卤化物和C5-醛生产维生素A乙酸酯的重要起始原料,包括处理 式(ⅩⅧ)CC(CH 3)(OH)-CH = C(R)2(II)的戊烯-3-醇,其中R均表示氢或甲基,与臭氧,优选在低级链烷醇R 1 OH中,其中 R1表示C1-4 - 烷基,得到式为HC 3BOND CC(CH3)(OH)-CHO(III)的醛2-羟基-2-甲基-3-丁炔醛。 醛III可以通过常规方法转化成C5醛。