Sodium borohydride → 1-(4-Fluorophenyl)-2-(1-methylimidazol-5-yl)ethanol

HRID 1251909Notes

Reaction equation

HRID 1251909 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:16])[CH2:9][C:10]2[N:14]([CH3:15])[CH:13]=[N:12][CH:11]=2)=[CH:4][CH:3]=1.[BH4-].[Na+]>CO>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([OH:16])[CH2:9][C:10]2[N:14]([CH3:15])[CH:13]=[N:12][CH:11]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 183244931-(4-Fluorophenyl)-2-(1-methylimidazol-5-yl)ethanone

Product 1

HCID 183244771-(4-Fluorophenyl)-2-(1-methylimidazol-5-yl)ethanolYield 89.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1-(4-fluorophenyl)-2-(1-methylimidazol-5-yl)ethanone (1.3 g.), sodium borohydride (0.25 g.) and methanol (50 ml.) was stirred at ambient temperature for 2 hours under an inert atmosphere. The methanol was evaporated away and water (30 ml.) added to the residue. The mixture was filtered and the solid washed with more water and dried to give 1-(4-fluorophenyl)-2-(1-methylimidazol-5-yl)ethanol (1.18 g.).

Workup

  1. customThe methanol was evaporated away
  2. additionwater (30 ml.) added to the residue
  3. filtrationThe mixture was filtered
  4. washthe solid washed with more water
  5. customdried

Sources & evidence

ORD record
ord-ac5ac55491d9415e92843581e3209976
Source dataset
uspto-grants-2002_01
Patent number
US06342765B1

Reaction notes

Loading…