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Sodium borohydride → HCID 59201356, 화합물

HRID 451703
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HRID 451703 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:20]=[C:21]([CH3:23])[CH:22]=1)[C:5]([C@@H:7]1[CH2:12][CH2:11][CH2:10][N:9]([C:13]([O:15][C:16]([CH3:19])([CH3:18])[CH3:17])=[O:14])[CH2:8]1)=[O:6].[BH4-].[Na+]>CO>[F:1][C:2]1[CH:3]=[C:4]([C@H:5]([OH:6])[C@@H:7]2[CH2:12][CH2:11][CH2:10][N:9]([C:13]([O:15][C:16]([CH3:18])([CH3:17])[CH3:19])=[O:14])[CH2:8]2)[CH:20]=[C:21]([CH3:23])[CH:22]=1
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참가 물질

4

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HCID 4311764Sodium borohydrideHCID 59201712HCID 59201712, 화합물

생성물 1

HCID 59201356HCID 59201356, 화합물수율 42.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of (R)-tert-butyl 3-(3-fluoro-5-methylbenzoyl)piperidine-1-carboxylate (1.7 g, 5.3 mmol) in MeOH (30 mL), NaBH4 (1.61 g, 42.3 mmol) was added in portions and stirred overnight. The reaction was quenched with the addition of water (50 mL) and evaporated in vacuo until MeOH was removed. The aqueous layer was extracted with EA, washed with brine and dried over Na2SO4. The crude product was purified by chromatography to give (R)-tert-butyl 3-((R)-(3-fluoro-5-methylphenyl)(hydroxy)methyl)piperidine-1-carboxylate (730 mg, 42.9%).

후처리

  1. customThe reaction was quenched with the addition of water (50 mL)
  2. customevaporated in vacuo until MeOH
  3. customwas removed
  4. extractionThe aqueous layer was extracted with EA
  5. washwashed with brine
  6. dry with materialdried over Na2SO4
  7. customThe crude product was purified by chromatography

출처 및 근거

ORD 기록
ord-c0a6e4c00a8549fdb5a7f17e308dbf5f
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08487108B2

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