Selenious Acid → Potassium Hydroxide

HRID 1576402

反応式

HRID 1576402 の反応式
C(C(C=O)=[O:10])=CC1C=CC=CC=1.[Se](=O)(O)O.C1(C=CC(=O)C)C=CC=CC=1.O=C(CCCCCCCC(O)=O)CC(O)=O.O=C(CCCCCCCC(OC)=O)CC(OC)=O.[OH-].[K+:63].[C:64]1([CH:70]=[CH:71][C:72](=O)[CH:73]([OH:87])[CH2:74][C:75](=[O:86])[CH2:76][CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][C:83]([OH:85])=[O:84])[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1>>[OH-:10].[K+:63].[OH:87][CH:73]1[CH2:74][C:75](=[O:86])[C:76]([CH2:77][CH2:78][CH2:79][CH2:80][CH2:81][CH2:82][C:83]([OH:85])=[O:84])=[C:72]1[CH:71]=[CH:70][C:64]1[CH:69]=[CH:68][CH:67]=[CH:66][CH:65]=1

参加物

9

実験手順

Starting materials suitable for the manufacture of the compounds of this invention are styrylglyoxal, conveniently prepared by the selenous acid oxidation of 4-phenyl-3-buten-2-one, and the dialkyl esters of 3-oxoundecane-1,11 -dioic acid. Dimethyl 3-oxoundecane-1,11-dioate is thus saponified with potassium hydroxide and the resulting dicarboxylic acid is allowed to react with styrylglyoxal, thus affording 14-phenyl-9,12-dioxo-11-hydroxytetradec-13-enoic acid. Cyclization of the latter intermediate in the presence of potassium hydroxide results in the instant 3-hydroxy-5-oxo-2-styrylcyclopent-1-eneheptanoic acid.

出典と根拠

ORDレコード
ord-25a3a44e7b3d4171aa3d27da9bdeca97
出典データセット
uspto-grants-1976_09
特許番号
US03980700

関連ノート

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