Sodium Hydroxide → (2-Fluorobiphenyl-4-yl)methanol

HRID 1674743Notes

Reaction equation

HRID 1674743 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH:8]=[O:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[BH4-].[Na+].[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([CH2:8][OH:9])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 27590832-Fluorobiphenyl-4-carboxaldehydeHCID 4311764Sodium borohydride

Product 1

HCID 46314883(2-Fluorobiphenyl-4-yl)methanolYield 80%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-Fluoro-biphenyl-4-carbaldehyde (1 gm, 5 mmole), NaBH4 were dissolved in ethanol stirred for 2 hrs, NaOH 10% was added, ethanol was evaporated, the reaction mixture was extracted with ethyl acetate, the ethyl acetate extract was dried with Na2SO4 and evaporated to produce white solid (0.8 gm, 80%). H1-NMR INOVA-500 (CDCl3) δ 2.266 (s, 1H), 4.683 (s, 2H), 7.142-7.168 (m, 2H), 7.339-7.442 (m, 4H), 7.519-7.535 (m, 2H).

Workup

  1. customethanol was evaporated
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. extractionthe ethyl acetate extract
  4. dry with materialwas dried with Na2SO4
  5. customevaporated

Sources & evidence

ORD record
ord-484f56ca23f54139bd2c7132486583f7
Source dataset
uspto-grants-2011_08
Patent number
US08003641B2

Reaction notes

Loading…