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

HRID 882952

Reaction equation

HRID 882952 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-18b827174ffb4382aa93df9a9cfdb7dc
Source dataset
uspto-grants-2012_08
Patent number
US08236799B2

Linked notes

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