Sodium borohydride → (5-Bromopyridin-2-yl)methanol

HRID 391076

Reaction equation

HRID 391076 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[O:9])=[N:6][CH:7]=1.[BH4-].[Na+]>CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][OH:9])=[N:6][CH:7]=1

Participants

4

Procedure

To a solution of 5-bromopyridine-2-carbaldehyde (300 mg) in methanol (10 mL) was added sodium borohydride (61 mg) and the reaction stirred at room temperature for 72 h. The reaction was quenched with saturated aqueous sodium carbonate solution (20 mL) and water (20 mL) and extracted into dichloromethane (3×30 mL). The organic layers were dried (MgSO4) and reduced in vacuo to give (5-bromo-pyridin-2-yl)-methanol as a white solid.

Workup

  1. customThe reaction was quenched with saturated aqueous sodium carbonate solution (20 mL) and water (20 mL)
  2. extractionextracted into dichloromethane (3×30 mL)
  3. dry with materialThe organic layers were dried (MgSO4)

Sources & evidence

ORD record
ord-d50072c653d44d7ea55d70ddb7fd33ee
Source dataset
uspto-grants-2013_02
Patent number
US08383620B2

Linked notes

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