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Sodium borohydride → 1-(Isoquinolin-8-yl)ethan-1-ol

HRID 920229
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반응식

HRID 920229 반응식
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11](=[O:13])[CH3:12])[CH:4]=[CH:3][N:2]=1.[BH4-].[Na+]>CCO>[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[CH:11]([OH:13])[CH3:12])[CH:4]=[CH:3][N:2]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 53403113HCID 53403113, 화합물

생성물 1

HCID 825758821-(Isoquinolin-8-yl)ethan-1-ol

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

1-(isoquinolin-8-yl)ethanone (0.64 g, 3.74 mmol) in EtOH (37 mL) was added with sodium borohydride (2.26 g, 59.8 mmol). The reaction mixture was stirred overnight. The reaction mixture was quenched with 1M NaOH and extracted with DCM. Purified by normal phase chromatography (10-60% EtOAc in hexane) to yield 1-(isoquinolin-8-yl)ethanol as an oil. Chiral separation (ChiralPak AD-H) provided (S)-1-(isoquinolin-8-yl)ethanol and (R)-1-(isoquinolin-8-yl)ethanol.

후처리

  1. customThe reaction mixture was quenched with 1M NaOH
  2. extractionextracted with DCM
  3. customPurified by normal phase chromatography (10-60% EtOAc in hexane)

출처 및 근거

ORD 기록
ord-8368ae2540fb4ea99bdb01974583b9eb
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09273040B2

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