Reaktion #1273550

ord-369e6332ee8e427fae727406bbcd3553

Reaktionsgleichung

Cc1ncsc1C=O
4-methylthiazole-5-carbaldehyde
O=C([O-])[O-].[K+].[K+]
potassium carbonate
C[Si](C)(C)C(F)(F)F
(trifluoromethyl)trimethylsilane
Cc1ncsc1C(O)C(F)(F)F
2,2,2-trifluoro-1-(4-methylthiazol-5-yl)ethanol
Ausbeute 84.5%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

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

Vorschrift

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%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08673908B2uspto-grants-2014_03