4-Pyridin-2-ylbenzaldehyde → (4-(Pyridin-2-yl)phenyl)methanol

HRID 874478Notes

Reaction equation

HRID 874478 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:14]=[CH:13][C:10]([CH:11]=[O:12])=[CH:9][CH:8]=1.[BH4-].[Na+]>>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[CH:8]=[CH:9][C:10]([CH2:11][OH:12])=[CH:13][CH:14]=1

Participants

3

Reactant 2

HCID 15152404-Pyridin-2-ylbenzaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 1515239(4-(Pyridin-2-yl)phenyl)methanolYield 75%

Procedure

4-(2-Pyridinyl)benzaldehyde (2 gm, 11 mmole), and NaBH4 (0.42 gm, 11 mmole) were stirred at room temperature for 2 hr, ethanol was evaporated, residue dissolved in ethyl acetate washed with saturated NaHCO3 solution, and saturated NaCl solution, dried using Na2SO4 and evaporated to produce white solid (1.5 gm, 75%).

Workup

  1. customethanol was evaporated
  2. dissolutionresidue dissolved in ethyl acetate
  3. washwashed with saturated NaHCO3 solution, and saturated NaCl solution
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-947359f35dec42698fbc4e06ef49c7fb
Source dataset
uspto-grants-2015_03
Patent number
US08980890B2

Reaction notes

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