Sodium borohydride → HCID 13457472, compound

HRID 1380306Notes

Reaction equation

HRID 1380306 reaction equation
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:17]([N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)=[CH:16][C:4]=1[C:5]([C:7]1[C:12]([CH3:13])=[CH:11][C:10]([CH3:14])=[CH:9][C:8]=1[CH3:15])=[O:6].[BH4-].[Na+]>C(O)C.O>[CH3:15][C:8]1[CH:9]=[C:10]([CH3:14])[CH:11]=[C:12]([CH3:13])[C:7]=1[CH:5]([C:4]1[CH:16]=[C:17]([N:20]2[CH:24]=[CH:23][N:22]=[CH:21]2)[CH:18]=[CH:19][C:3]=1[O:2][CH3:1])[OH:6]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 20206218HCID 20206218, compound

Product 1

HCID 13457472HCID 13457472, compoundYield 72%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a suspension of 4 g of 2-methoxy-5-(1-imidazolyl)-2',4',6'-trimethylbenzophenone in 20 ml of ethanol is added a solution of 0.9 g of sodium borohydride in 5 ml of water. After the whole mixture is stirred at 70°-75° C. for 1.5 hours, the reaction mixture is poured into ice-cold water. The crystals precipitated are filtered off and recrystallized from ethanol to give 2.9 g of α-(2,4,6-trimethylphenyl)-2-methoxy-5-(1-imidazolyl)benzenemethanol as white crystals, melting at 187°-188° C.

Workup

  1. additionthe reaction mixture is poured into ice-cold water
  2. customThe crystals precipitated
  3. filtrationare filtered off
  4. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-64c75a0e69dc4e96a5f0ed59b8a41cc7
Source dataset
uspto-grants-1986_04
Patent number
US04581369

Reaction notes

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