Sodium borohydride → HCID 13247648, compound

HRID 543328Notes

Reaction equation

HRID 543328 reaction equation
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([C:6]([C:8]2[C:9]([N:14]3[CH:18]=[CH:17][N:16]=[CH:15]3)=[N:10][CH:11]=[CH:12][CH:13]=2)=[O:7])=[CH:4][CH:3]=1.[BH4-].[Na+]>C(O)C.O>[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([CH:6]([C:8]2[C:9]([N:14]3[CH:18]=[CH:17][N:16]=[CH:15]3)=[N:10][CH:11]=[CH:12][CH:13]=2)[OH:7])=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 13247647HCID 13247647, compound

Product 1

HCID 13247648HCID 13247648, compoundYield 89%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent2×

Procedure

To a solution of 4.8 g of 3-(4-chlorobenzoyl)-2-(1-imidazolyl)pyridine in 35 ml of ethanol and 5 ml of water is added 0.64 g of sodium borohydride. After the mixture is stirred at room temperature for an hour, the reaction mixture is poured into water and extracted with chloroform. The chloroform is distilled off and the residue is recrystallized from toluene to give 4.3 g of α-(4-chlorophenyl)-2-(1-imidazolyl)-3-pyridinemethanol as white crystals, melting at 133°-134° C.

Workup

  1. extractionextracted with chloroform
  2. distillationThe chloroform is distilled off
  3. customthe residue is recrystallized from toluene

Sources & evidence

ORD record
ord-c1ee3f8b47da4c8783eacc8df334087e
Source dataset
uspto-grants-1987_04
Patent number
US04661603

Reaction notes

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