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Sodium borohydride → (1-Chloroisoquinolin-5-yl)methanol

HRID 1067236
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HRID 1067236 반응식
[Cl:1][C:2]1[C:11]2[CH:10]=[CH:9][CH:8]=[C:7]([CH:12]=[O:13])[C:6]=2[CH:5]=[CH:4][N:3]=1.[BH4-].[Na+]>CO>[Cl:1][C:2]1[C:11]2[C:6](=[C:7]([CH2:12][OH:13])[CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][N:3]=1
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 211924671-Chloroisoquinoline-5-carbaldehyde

생성물 1

HCID 21192470(1-Chloroisoquinolin-5-yl)methanol수율 76.9%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 1-chloro-5-isoquinolinecarboxaldehyde (308 mg, 1.6 mmol) and sodium borohydride (NaBH4) (68 mg, 1.8 mmol) in MeOH (6 mL) was stirred at room temperature for 2 h. The reaction was quenched with water (2 mL) and concentrated in vacuo. The residue was suspended in CH2Cl2, washed with water, with brine and then dried over MgSO4 and evaporated. The residue was purified by column chromatography upon silica gel using hexanes-EtOAc (80:20 to 50:50) as eluant to give 1-chloro-5-(hydroxymethyl)isoquinoline (240 mg, 1.23 mmol) as a white solid.

후처리

  1. customThe reaction was quenched with water (2 mL)
  2. concentrationconcentrated in vacuo
  3. washwashed with water, with brine
  4. dry with materialdried over MgSO4
  5. customevaporated
  6. customThe residue was purified by column chromatography upon silica gel

출처 및 근거

ORD 기록
ord-b3d412980bae4d8eaeeb27c270d38927
출처 데이터셋
uspto-grants-2001_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06248738B1

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