Ethanol → 3-(Ethoxymethylene)pentane-2,4-dione

HRID 62218

反応式

HRID 62218 の反応式
[C:1]([CH2:4][C:5](=[O:7])[CH3:6])(=[O:3])[CH3:2].[CH:8]([O-])([O-])[O:9][CH2:10][CH3:11].C(OC(=O)C)(=O)C.CCO>CCOC(C)=O>[CH2:10]([O:9][CH:8]=[C:4]([C:5](=[O:7])[CH3:6])[C:1](=[O:3])[CH3:2])[CH3:11]

参加物

6

反応物 4

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 31261AcetylacetoneHCID 53630039Ethylorthoformate

生成物 1

HCID 2404183-(Ethoxymethylene)pentane-2,4-dione収率 17%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒2 回

反応条件

温度
150 °C

実験手順

A solution of Acetylacetone (40 mL), Ethyl orthoformate (95.4 mL) and Acetic anhydride (54.2 mL) was heated to reflux (150° C.) for 1 hour. The reaction solution was cooled to room temperature and was directly subjected to flash column chromatography (E. Merck Silica Gel (˜120 g); Eluent: 100% EtOAc followed by 5% EtOH in EtOAc). Concentration of the fractions containing the pure product using a rotavap at 40° C. afforded the title compound as a dark red viscous oil (10.4 g, 17.0%).

後処理

  1. temperatureThe reaction solution was cooled to room temperature
  2. additionConcentration of the fractions containing the pure product
  3. customat 40° C.

出典と根拠

ORDレコード
ord-2aa6503ec8d54b4c92015055e89bae7a
出典データセット
uspto-grants-2016_09
特許番号
US09446046B2

関連ノート

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