1-(5-methyl-2-phenyl-1H-imidazol-4-yl)ethan-1-one → HCID 15067837, compound

HRID 2107572Notes

Reaction equation

HRID 2107572 reaction equation
[BH4-].[K+].[C:3]1([C:9]2[NH:10][C:11]([CH3:17])=[C:12]([C:14](=[O:16])[CH3:15])[N:13]=2)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>CO>[C:3]1([C:9]2[NH:10][C:11]([CH3:17])=[C:12]([CH:14]([OH:16])[CH3:15])[N:13]=2)[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 3288201-(5-methyl-2-phenyl-1H-imidazol-4-yl)ethan-1-oneHCID 4192641Potassium borohydride

Product 1

HCID 15067837HCID 15067837, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

32 Grams (0.59 mol) of potassium borohydride were added portionwise to a solution of 30 g (0.15 mol) of 2-phenyl-4-acetyl-5-methylimidazole in 1500 ml of MeOH. After stirring overnight, a solid material was removed by filtration, then the solvent was evaporated under reduced pressure to give 27 g of 2-phenyl-4-(1-hydroxyethyl)-5-methylimidazole. The crude compound thus isolated was used without further purification.

Workup

  1. customa solid material was removed by filtration
  2. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-a007f6f1927749388d51f311e8d904b2
Source dataset
uspto-grants-1990_06
Patent number
US04935417

Reaction notes

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