Sodium borohydride → 2-(1-Methylimidazol-5-yl)-1-(thiazol-2-yl)ethanol

HRID 1251929Notes

Reaction equation

HRID 1251929 reaction equation
[BH4-].[Na+].[CH3:3][N:4]1[C:8]([CH2:9][C:10]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)=[O:11])=[CH:7][N:6]=[CH:5]1>CO>[CH3:3][N:4]1[C:8]([CH2:9][CH:10]([C:12]2[S:13][CH:14]=[CH:15][N:16]=2)[OH:11])=[CH:7][N:6]=[CH:5]1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 183244072-(1-Methylimidazol-5-yl)-1-(thiazol-2-yl)ethanone

Product 1

HCID 183244102-(1-Methylimidazol-5-yl)-1-(thiazol-2-yl)ethanolYield 95%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Sodium borohydride (0.56 g, 14.9 mmol) was added to a solution of 2-(1-methylimidazol-5-yl)-1-(thiazol-2-yl)ethanone in methanol (150 ml) and the mixture stirred under a nitrogen atmosphere at ambient temperature for 2 hours. The reaction was evaporated to dryness and the resulting gum was treated with water (15 ml) and stirred for 30 minutes to give a solid precipitate which was filtered and dried to give 2-(1-methylimidazol-5-yl)-1-(thiazol-2-yl)ethanol (2.67 g, 95%).

Workup

  1. customThe reaction was evaporated to dryness
  2. additionthe resulting gum was treated with water (15 ml)
  3. stirringstirred for 30 minutes
  4. customto give a solid precipitate which
  5. filtrationwas filtered
  6. customdried

Sources & evidence

ORD record
ord-45623e6c4e7e4b42904b33279428be95
Source dataset
uspto-grants-2002_01
Patent number
US06342765B1

Reaction notes

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