3',4'-Dimethoxycinnamic acid → 3-(3,4-Dimethoxyphenyl)prop-2-en-1-ol

HRID 246905

반응식

HRID 246905 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:12]=[CH:13][C:14](O)=[O:15]>C1COCC1>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])[CH:12]=[CH:13][CH2:14][OH:15]

참가 물질

4

반응물 2

HCID 168483',4'-Dimethoxycinnamic acidHCID 21226445Aluminium lithium hydride

생성물 1

HCID 3627113-(3,4-Dimethoxyphenyl)prop-2-en-1-ol수율 62%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of lithium aluminum hydride (0.1 mol) in THF (100 ml) was added dropwise to a stirred suspension of 3,4-dimethoxycinnamic acid (41.6 g, 0.2 mol) in THF (150 ml) at room temperature. After the addition, the mixture was stirred for 2 hous, and the solution was evaporated in vacuo to a residue, which was partitioned between dichloromethane and aqueous sodium hydroxide. The organic layer was washed three times with water, dried, and evaporated to an oil. Crystallization from ethyl acetate-hexane gave 3,4-dimethoxycinnamyl alcohol (24 g, 62%), m.p. 76°-77° C.

후처리

  1. additionAfter the addition
  2. customthe solution was evaporated in vacuo to a residue, which
  3. customwas partitioned between dichloromethane and aqueous sodium hydroxide
  4. washThe organic layer was washed three times with water
  5. customdried
  6. customevaporated to an oil
  7. customCrystallization from ethyl acetate-hexane

출처 및 근거

ORD 기록
ord-79c50db94cbb420785acc3daae30fdb5
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04704462

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