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

HRID 2278727

Reaction equation

HRID 2278727 reaction equation
[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH:8]=[O:9])=[CH:4][N:3]=1.CO.[BH4-].[Na+]>>[CH3:1][C:2]1[N:7]=[CH:6][C:5]([CH2:8][OH:9])=[CH:4][N:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 31609702-Methylpyrimidine-5-carbaldehydeHCID 4311764Sodium borohydride

Product 1

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

Procedure

A solution of 2-methylpyrimidine-5-carbaldehyde (7.5 g, 0.058 mol) in methanol (370 mL, 9.1 mol) was cooled to 0° C. and treated with sodium tetrahydroborate (3.4 g, 0.090 mol). After 30 min, the reaction was quenched with eq H2O (200 mL) and extracted with ethyl acetate. The organic layer was dried over MgSO4 and concentrated to give the title compound as a yellow solid.

Workup

  1. customthe reaction was quenched with eq H2O (200 mL)
  2. extractionextracted with ethyl acetate
  3. dry with materialThe organic layer was dried over MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-de2a0261964e47fdbe979956c4b1a68e
Source dataset
uspto-grants-2015_09
Patent number
US09133122B2

Linked notes

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