Sodium borohydride → HCID 13247688, compound

HRID 543324Notes

Reaction equation

HRID 543324 reaction equation
[Cl:1][C:2]1[CH:18]=[CH:17][C:16]([N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)=[CH:15][C:3]=1[C:4]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])=[O:5].[BH4-].[Na+]>C(O)C.O>[CH3:12][C:11]1[CH:10]=[C:9]([CH3:13])[CH:8]=[C:7]([CH3:14])[C:6]=1[CH:4]([C:3]1[CH:15]=[C:16]([N:19]2[CH:23]=[CH:22][N:21]=[CH:20]2)[CH:17]=[CH:18][C:2]=1[Cl:1])[OH:5]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 20206219HCID 20206219, compound

Product 1

HCID 13247688HCID 13247688, compoundYield 85.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

To a suspension of 10.9 g of 2-chloro-5-(1-imidazolyl)-2',4',6'-trimethylbenzophenone in 65 ml of ethanol is added a solution of 1.4 g of sodium borohydride in 4 ml of water. The mixture is stirred at 50° C. for 18 hours, and then the reaction mixture is poured into ice-cold water. The crystals precipitated are filtered off and recrystallized from ethanol to give 9.4 g of α-(2,4,6-trimethylphenyl)-2-chloro-5-(1-imidazolyl) benzenemethanol as white crystals, melting at 206°-207° 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-51e638d61dc346e6bff3f86139d5dd4d
Source dataset
uspto-grants-1987_04
Patent number
US04661603

Reaction notes

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