Dimethyl Ether → E-7-(4-hydroxyphenyl)hept-4-enoic acid

HRID 2085610ノート

反応式

HRID 2085610 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10]/[CH:11]=[CH:12]/[CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:5][CH:4]=1.COC.B(Br)(Br)Br>C(Cl)Cl>[OH:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:9][CH2:10]/[CH:11]=[CH:12]/[CH2:13][CH2:14][C:15]([OH:17])=[O:16])=[CH:7][CH:8]=1

参加物

5

反応物 3

HCID 8254Dimethyl EtherHCID 25134Boron tribromide2 回HCID 9921036E-7-(4-Methoxyphenyl)hept-4-enoic acid2 回

生成物 1

HCID 9899318E-7-(4-hydroxyphenyl)hept-4-enoic acid

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

E-7-(4-hydroxyphenyl)hept-4-enoic acid was prepared from E-7-(4-methoxyphenyl)hept-4-enoic acid by removal of the methyl ether with boron tribromide. Boron tribromide was added to a solution of E-7-(4-methoxyphenyl)hept-4-enoic acid in methylene chloride at −78° C. and stirred for four hours. The product, E-7-(4-hydroxyphenyl)hept-4-enoic acid, was obtained by aqueous work-up of the reaction mixture followed by chromatography on silica gel, and was fully characterized by spectroscopic methods (infrared and nuclear magnetic resonance) and combustion analysis.

出典と根拠

ORDレコード
ord-a3c9bf418de440829525aac99bebe087
出典データセット
uspto-grants-2004_04
特許番号
US06720450B2

反応ノート

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