Water → 3-(3,4-Dimethoxyphenyl)prop-2-en-1-ol

HRID 246904노트

반응식

HRID 246904 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH:12]=[CH:13][C:14](OCC)=[O:15].O.[OH-].[Na+]>C(OCC)C>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:19]=[CH:20][C:21]=1[O:22][CH3:23])[CH:12]=[CH:13][CH2:14][OH:15]

참가 물질

6

반응물 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 2794876Ethyl 3-(3,4-dimethoxyphenyl)prop-2-enoateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 3627113-(3,4-Dimethoxyphenyl)prop-2-en-1-ol

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

실험 절차

A solution of lithium aluminum hydride (0.02 mol) in diethyl ether (20 ml) was added dropwise to a solution of ethyl 3,4-dimethoxycinnamate (9.4 g, 0.04 mol) in diethyl ether (150 ml), and the mixture was heated under reflux for 1 hour. Water (15 ml) and 2.5N sodium hydroxide (5 ml) were added to the cooled solution, and the precipitate was filtered off and washed with ether. The combined filtrates were washed with water, dried, and evaporated to dryness. The crude product was put on a column of silica gel and eluted with hexane-ethyl acetate (1.5:1, v/v). 3,4-Dimethoxycinnamyl alcohol was isolated as a crystalline mass (5.0 g, 65%), m.p. 76°-76.5° C.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 1 hour
  3. filtrationthe precipitate was filtered off
  4. washwashed with ether
  5. washThe combined filtrates were washed with water
  6. customdried
  7. customevaporated to dryness
  8. washeluted with hexane-ethyl acetate (1.5:1

출처 및 근거

ORD 기록
ord-effb652ff5df4714809fcf99180a906a
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04704462

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