Sodium borohydride → 2-Thiazolemethanol, 4-(difluoromethyl)-

HRID 2203109Notes

Reaction equation

HRID 2203109 reaction equation
[F:1][CH:2]([F:13])[C:3]1[N:4]=[C:5]([C:8](OCC)=[O:9])[S:6][CH:7]=1.[BH4-].[Na+]>CO>[F:1][CH:2]([F:13])[C:3]1[N:4]=[C:5]([CH2:8][OH:9])[S:6][CH:7]=1

Participants

4

Reactant 2

HCID 4311764Sodium borohydrideHCID 89690429Ethyl 4-(difluoromethyl)-1,3-thiazole-2-carboxylate

Product 1

HCID 680963792-Thiazolemethanol, 4-(difluoromethyl)-Yield 98%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of ethyl 4-(difluoromethyl)-1,3-thiazole-2-carboxylate (900 mg) in MeOH (15 ml) was added NaBH4 (329 mg), and the mixture was stirred at room temperature for 2 h. The mixture was partitioned between saturated NH4Cl solution and EtOAc. The organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo to give the title compound (703 mg) as a colorless oil.

Workup

  1. customThe mixture was partitioned between saturated NH4Cl solution and EtOAc
  2. washThe organic layer was washed with brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-cbb5073800864f14a8eaed68c6c1d4f9
Source dataset
uspto-grants-2016_06
Patent number
US09365540B2

Reaction notes

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