Indole → Methyl 3-(1H-indol-1-yl)propanoate

HRID 474702노트

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HRID 474702 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.[C:10]([O:14][CH3:15])(=[O:13])[CH:11]=[CH2:12].C1CCN2C(=NCCC2)CC1>CC#N>[N:1]1([CH2:12][CH2:11][C:10]([O:14][CH3:15])=[O:13])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1

참가 물질

5

반응물 3

HCID 798IndoleHCID 7294Methyl AcrylateHCID 811841,8-Diazabicyclo(5.4.0)undec-7-ene

생성물 1

HCID 5150745Methyl 3-(1H-indol-1-yl)propanoate수율 43.3%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

반응 조건

온도
50 °C

실험 절차

To the solution of indole (1.20 g, 10.24 mmol) and methyl acrylate (1.384 mL, 15.37 mmol) in MeCN (20 mL) was added DBU (0.772 mL, 5.12 mmol). The mixture was heated at 50° C. overnight. Purification via flash chromatography then afforded the title compound (1.0 g, 4.43 mmol, 90% purity, 43.2% yield). LCMS: rt=3.04 min, [M+H+]=204

후처리

  1. customPurification via flash chromatography

출처 및 근거

ORD 기록
ord-5809aec56ec54ed1bb4c66a95ca98280
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08637536B2

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