Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl ester → Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]acrylate

HRID 1690607노트

반응식

HRID 1690607 반응식
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=O)=[CH:4][C:3]=1[O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15].[CH2:16]([O:18][C:19]([CH:21]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:20])[CH3:17]>O1CCCC1>[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[CH:21][C:19]([O:18][CH2:16][CH3:17])=[O:20])=[CH:4][C:3]=1[O:10][CH2:11][CH2:12][CH2:13][O:14][CH3:15]

참가 물질

4

반응물 2

HCID 70670Acetic acid, 2-(triphenylphosphoranylidene)-, ethyl esterHCID 866332964-Hydroxy-3-(3-methoxypropoxy)benzaldehyde

생성물 1

HCID 66907011Ethyl 3-[4-hydroxy-3-(3-methoxypropoxy)phenyl]acrylate수율 80.1%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

4-hydroxy-3-(3-methoxypropoxy)benzaldehyde (15 g, 71.3 mmol) was dissolved in tetrahydrofuran (142 mL) and (ethoxycarbonylmethylene)triphenylphosphorane (24.8 g, 71.3 mmol) was added at room temperature portionwise. The mixture was then stirred overnight. The solvents were evaporated under reduced pressure and the residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate, 8/2) to yield 16 g (80%) of the desired product as a yellow oil of a mixture of E and Z isomers.

후처리

  1. customThe solvents were evaporated under reduced pressure
  2. customthe residue was purified by flash chromatography on silica gel (cyclohexane/ethyl acetate, 8/2)
  3. customto yield

출처 및 근거

ORD 기록
ord-b9bb2d5107014abca499a34c8e4b323a
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08153647B2

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