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

HRID 246904ノート

反応式

HRID 246904 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-effb652ff5df4714809fcf99180a906a
出典データセット
uspto-grants-1987_11
特許番号
US04704462

反応ノート

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