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

HRID 62218

반응식

HRID 62218 반응식
[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]

참가 물질

6

반응물 4

HCID 702EthanolHCID 7918Acetic AnhydrideHCID 31261AcetylacetoneHCID 53630039Ethylorthoformate

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

반응 조건

온도
150 °C

실험 절차

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%).

후처리

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

출처 및 근거

ORD 기록
ord-2aa6503ec8d54b4c92015055e89bae7a
출처 데이터셋
uspto-grants-2016_09
특허 번호
US09446046B2

연결된 노트

불러오는 중…