Potassium Carbonate → HCID 67401234, compound

HRID 1186367Notes

Reaction equation

HRID 1186367 reaction equation
[CH3:1][C:2]1[S:3][C:4]([CH:8]=[O:9])=[C:5]([CH3:7])[N:6]=1.C(=O)([O-])[O-].[K+].[K+].[F:16][C:17]([Si](C)(C)C)([F:19])[F:18]>CN(C)C=O>[CH3:1][C:2]1[S:3][C:4]([CH:8]([OH:9])[C:17]([F:19])([F:18])[F:16])=[C:5]([CH3:7])[N:6]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 552549(Trifluoromethyl)trimethylsilaneHCID 27762492,4-Dimethyl-1,3-thiazole-5-carbaldehyde

Product 1

HCID 67401234HCID 67401234, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to Reference Example 8-2, by use of 2,4-dimethylthiazole-5-carbaldehyde (300 mg, 2.12 mmol) dissolved in N,N-dimethylformamide (4 mL), potassium carbonate (59 mg, 0.42 mmol) and (trifluoromethyl)trimethylsilane (0.376 mL, 2.54 mmol), the mixture was stirred and reacted at room temperature for 1.5 hours. Then, purification by preparative thin-layer chromatography (chloroform/methanol=15/1) was performed to give 1-(2,4-dimethylthiazol-5-yl)-2,2,2-trifluoroethanol (Compound DS) (335 mg, yield: 75%).

Workup

  1. customreacted at room temperature for 1.5 hours
  2. customThen, purification by preparative thin-layer chromatography (chloroform/methanol=15/1)

Sources & evidence

ORD record
ord-6a0efbff7952445eb47c10d67c2dc88c
Source dataset
uspto-grants-2014_03
Patent number
US08673908B2

Reaction notes

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