Potassium Carbonate → HCID 67402378, compound

HRID 1186368Notes

Reaction equation

HRID 1186368 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][S:5][C:6]=1[CH:7]=[O:8].C(=O)([O-])[O-].[K+].[K+].[F:15][C:16]([Si](C)(C)C)([F:18])[F:17]>CN(C)C=O>[F:15][C:16]([F:18])([F:17])[CH:7]([C:6]1[S:5][CH:4]=[N:3][C:2]=1[CH3:1])[OH:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 5813394-Methylthiazole-5-carboxaldehyde

Product 1

HCID 67402378HCID 67402378, compoundYield 84.5%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 4-methylthiazole-5-carbaldehyde (300 mg, 2.36 mmol) dissolved in N,N-dimethylformamide (4 mL), potassium carbonate (65 mg, 0.47 mmol) and (trifluoromethyl)trimethylsilane (0.419 mL, 2.83 mmol), the mixture was stirred and reacted at room temperature for 2.2 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=15/1) was performed to give 2,2,2-trifluoro-1-(4-methylthiazol-5-yl)ethanol (Compound DT) (393 mg, yield: 84%).

Workup

  1. customreacted at room temperature for 2.2 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

Sources & evidence

ORD record
ord-369e6332ee8e427fae727406bbcd3553
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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