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tert-Butyl 2-(1-ethoxy-2-methyl-1-oxopropan-2-yl)-1H-indole-1-carboxylate → Ethyl 2-(1H-indol-2-yl)-2-methylpropanoate

HRID 1403945
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HRID 1403945 반응식
[CH2:1]([O:3][C:4]([C:6]([C:9]1[N:10](C(OC(C)(C)C)=O)[C:11]2[C:16]([CH:17]=1)=[CH:15][CH:14]=[CH:13][CH:12]=2)([CH3:8])[CH3:7])=[O:5])[CH3:2]>ClCCl.C(O)(C(F)(F)F)=O>[NH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH:17]=[C:9]1[C:6]([CH3:7])([CH3:8])[C:4]([O:3][CH2:1][CH3:2])=[O:5]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 53439126tert-Butyl 2-(1-ethoxy-2-methyl-1-oxopropan-2-yl)-1H-indole-1-carboxylate

생성물 1

HCID 53438556Ethyl 2-(1H-indol-2-yl)-2-methylpropanoate수율 78.2%

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 6422Trifluoroacetic acid용매

실험 절차

tert-Butyl 2-(2-(ethoxycarbonyl)propan-2-yl)-1H-indole-1-carboxylate (22.9 g, 69.1 mmol) was dissolved in dichloromethane (200 mL) before TFA (70 mL) was added. The mixture was stirred for 5 h at room temperature. The mixture was evaporated to dryness, taken up in dichloromethane and washed with saturated sodium bicarbonate solution, water, and brine. The product was purified by column chromatography on silica gel (0-20% EtOAc in hexane) to give ethyl 2-(1H-indol-2-yl)-2-methylpropanoate (12.5 g, 78%).

후처리

  1. additionwas added
  2. customThe mixture was evaporated to dryness
  3. washwashed with saturated sodium bicarbonate solution, water, and brine
  4. customThe product was purified by column chromatography on silica gel (0-20% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-3f9d0c0b876c4c9c9f8955c4f3e31016
출처 데이터셋
uspto-grants-2014_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08912199B2

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