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Dichloromethane → 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylic acid

HRID 1807641
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HRID 1807641 반응식
[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([O:18]C(C)(C)C)=[O:17])=[CH:13][CH:14]=3)[N:9]([CH3:23])[C:8]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[O:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.ClCCl>>[CH:1]1([C:7]2[C:15]3[C:10](=[CH:11][C:12]([C:16]([OH:18])=[O:17])=[CH:13][CH:14]=3)[N:9]([CH3:23])[C:8]=2[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=2[O:30][CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1
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참가 물질

3

반응물 2

HCID 6344DichloromethaneHCID 58317834tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate

생성물 1

HCID 583177963-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylic acid수율 96%

실험 절차

To a solution of tert-butyl 3-cyclohexyl-2-(2-(2-methoxy-2-oxoethoxy)phenyl)-1-methyl-1H-indole-6-carboxylate 26 (0.7 g, 1.46 mmol), in dichloromethane 50 mL tri-fluoro-acetic acid (4.2 g, 36.6 mmol) was added. The resulting mixture was stirred at room temperature for 12 hours. The solvent was removed then the residue was purified by column chromatography using dichloromethane/methanol to yield 0.59 g (96%) of 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylic acid 27: m/z=422 (M+H)+.

후처리

  1. customThe solvent was removed
  2. customthe residue was purified by column chromatography

출처 및 근거

ORD 기록
ord-0f6276747a5441ba891035b17548154c
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08357687B2

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