Sodium borohydride → HCID 13457471, compound

HRID 1380302Notes

Reaction equation

HRID 1380302 reaction equation
[N:1]1([C:6]2[CH:7]=[C:8]([CH:20]=[CH:21][CH:22]=2)[C:9]([C:11]2[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[CH:13][C:12]=2[CH3:19])=[O:10])[CH:5]=[CH:4][N:3]=[CH:2]1.[BH4-].[Na+]>C(O)C.O>[CH3:19][C:12]1[CH:13]=[C:14]([CH3:18])[CH:15]=[C:16]([CH3:17])[C:11]=1[CH:9]([C:8]1[CH:20]=[CH:21][CH:22]=[C:6]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH:7]=1)[OH:10]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 13247704[3-(1H-Imidazol-1-yl)phenyl](2,4,6-trimethylphenyl)methanone

Product 1

HCID 13457471HCID 13457471, compoundYield 84.4%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
56 °C

Procedure

To a suspension of 16 g of 3-(1-imidazolyl)-2',4',6'-trimethylbenzophenone in 90 ml of ethanol is added a solution of 3.4 g of sodium borohydride in 30 ml of water. After stirring at 56° C. for 20 hours, the reaction mixture is poured into ice-cold water. The precipitate is filtered off and recrystallized from a mixture of dioxane and water to give 13.6 g of α-(2,4,6-trimethylphenyl)-3-(1-imidazolyl)benzenemethanol as white crystals, melting at 191°-193° C.

Workup

  1. additionthe reaction mixture is poured into ice-cold water
  2. filtrationThe precipitate is filtered off
  3. customrecrystallized from a mixture of dioxane and water

Sources & evidence

ORD record
ord-754670d9be9a4dc2920a90ea09d6adfb
Source dataset
uspto-grants-1986_04
Patent number
US04581369

Reaction notes

Loading…