Ketene dimethyl acetal → Ethyl (3,3-dimethoxycyclobutylidene)acetate

HRID 1476125ノート

反応式

HRID 1476125 の反応式
[CH3:1][O:2][C:3]([O:5][CH3:6])=[CH2:4].[C:7]([O:12][CH2:13][CH3:14])(=[O:11])[CH:8]=[C:9]=[CH2:10]>C1(C)C=CC=CC=1>[CH3:1][O:2][C:3]1([O:5][CH3:6])[CH2:10][C:9](=[CH:8][C:7]([O:12][CH2:13][CH3:14])=[O:11])[CH2:4]1

参加物

4

反応物 2

HCID 136706Ketene dimethyl acetalHCID 4066088Ethyl 2,3-butadienoate

生成物 1

HCID 58288413Ethyl (3,3-dimethoxycyclobutylidene)acetate

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A solution of 3.93 g (44.59 mmol) of 1,1-dimethoxyethene and 5 g (44.59 mmol) of ethyl buta-2,3-dienoate in 50 ml of toluene was heated at reflux and stirred for 24 h. After cooling to room temperature, the reaction mixture was freed from the solvent, and the crude product obtained was purified chromatographically on silica gel (mobile phase cyclohexane/ethyl acetate 20:1). This gave 1.9 g (21% of theory) of the title compound as a colourless liquid which was used without further characterization for subsequent reactions.

後処理

  1. temperatureat reflux

出典と根拠

ORDレコード
ord-f7cb47885d63462faa1e80b80783e245
出典データセット
uspto-grants-2015_04
特許番号
US09018414B2

反応ノート

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