1-[4-Methyl-2-(4-trifluoromethylphenyl)thiazol-5-yl]ethanol → 1-{4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethan-1-one

HRID 490735Notes

Reaction equation

HRID 490735 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[S:5][C:6]=1[CH:7]([OH:9])[CH3:8]>C(Cl)(Cl)Cl.O=[Mn]=O>[CH3:1][C:2]1[N:3]=[C:4]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[S:5][C:6]=1[C:7](=[O:9])[CH3:8]

Participants

4

Reactant 1

HCID 226476311-[4-Methyl-2-(4-trifluoromethylphenyl)thiazol-5-yl]ethanol

Product 1

HCID 98355181-{4-Methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}ethan-1-oneYield 100.7%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalyst2×HCID 6212ChloroformSolvent

Procedure

A mixture of 1-[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-ethanol (1.0 g, 3.48 mmol) and MnO2 (0.45 g, 5.22 mmol) in chloroform (30 mL) is heated to reflux, after 24 hrs, additional MnO2 (300 mg) is added and refluxed for another 9 hrs, the reaction mixture is filtered through celite. Concentration of filtrate yields the title compound (1.0 g).

Workup

  1. temperatureis heated
  2. temperatureto reflux, after 24 hrs
  3. temperaturerefluxed for another 9 hrs
  4. filtrationthe reaction mixture is filtered through celite

Sources & evidence

ORD record
ord-35ec3ffe4adc4f6081b9add5d42e026f
Source dataset
uspto-grants-2009_05
Patent number
US07528160B2

Reaction notes

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