Water → (2-Methylpyrimidin-5-yl)methanol

HRID 657747Notes

Reaction equation

HRID 657747 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][N:3]=1.[BH4-].[Na+].O>CO>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 31609702-Methylpyrimidine-5-carbaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 14686706(2-Methylpyrimidin-5-yl)methanol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 2-methylpyrimidine-5-carbaldehyde (6.48 g, 53.1 mmol) in methanol (320 mL) was cooled to 0° C. and treated with sodium tetrahydroborate (2.9 g, 77 mmol). After 30 min, the reaction was treated with H2O (50 mL) and extracted with EtOAc (250 mL×15). The organic layers were combined and dried over MgSO4 and concentrated to yield a white solid.

Workup

  1. extractionextracted with EtOAc (250 mL×15)
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated
  4. customto yield a white solid

Sources & evidence

ORD record
ord-dac981214aec46cbb17c2106607e5eff
Source dataset
uspto-grants-2011_12
Patent number
US08076345B2

Reaction notes

Loading…