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1-Oxo-2,3-Dihydro-1H-Indene-4-Carbonitrile → 1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile

HRID 1051039
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HRID 1051039 반응식
[O:1]=[C:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]#[N:12])[C:5]=2[CH2:4][CH2:3]1.[BH4-].[Na+]>CCO>[OH:1][CH:2]1[C:10]2[CH:9]=[CH:8][CH:7]=[C:6]([C:11]#[N:12])[C:5]=2[CH2:4][CH2:3]1
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참가 물질

4

반응물 2

HCID 27515831-Oxo-2,3-Dihydro-1H-Indene-4-CarbonitrileHCID 4311764Sodium borohydride

생성물 1

HCID 145153071-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile수율 83.9%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred suspension of 1-oxo-2,3-dihydro-1H-indene-4-carbonitrile (1.2 g, 7.64 mmol) and silica gel (catalytic) in EtOH at 0° C. was added NaBH4 (237.2 mg, 7.64 mmol). The reaction was allowed to warm to room temperature and stirred for 2 h. The solvent was removed under reduced pressure, and the product was purified by chromatography (50% EA/hexane) to afford 1.02 g (82.3%) of 1-hydroxy-2,3-dihydro-1H-indene-4-carbonitrile as white solid. LCMS-ESI (m/z) calculated for C10H9NO; 159.18. found 160.1 [M+H]+, tR=2.39 min.

후처리

  1. customThe solvent was removed under reduced pressure
  2. customthe product was purified by chromatography (50% EA/hexane)

출처 및 근거

ORD 기록
ord-6b16f229a45148dbb615d1b1748dc810
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09388147B2

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