Borane → ethyl 3-(3-hydroxypropyl)-1H-indole-2-carboxylate

HRID 533232노트

반응식

HRID 533232 반응식
C([O:3][C:4](=O)[CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17])C.B>C1COCC1>[OH:3][CH2:4][CH2:5][CH2:6][C:7]1[C:15]2[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=2)[NH:9][C:8]=1[C:16]([O:18][CH2:19][CH3:20])=[O:17]

참가 물질

4

반응물 2

HCID 6331BoraneHCID 612032Ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate

생성물 1

HCID 67316234ethyl 3-(3-hydroxypropyl)-1H-indole-2-carboxylate

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of ethyl 3-(3-ethoxy-3-oxopropyl)-1H-indole-2-carboxylate (2.82 g) in THF (40 mL) was added 1M borane.THF (40 mL). The mixture was stirred at room temperature for 16 hours, quenched with methanol (100 mL) and concentrated. The concentrate was purified by flash column chromatography on silica gel with 5-25% ethyl acetate/hexanes.

후처리

  1. customquenched with methanol (100 mL)
  2. concentrationconcentrated
  3. customThe concentrate was purified by flash column chromatography on silica gel with 5-25% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-ba6cb44fbc694b65b1b755aec29fca43
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08853209B2

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