Triethylamine → 5-Chloromethyl-4-methyl-2-[2-(4-trifluoromethyl-phenyl)-ethyl]-oxazole

HRID 2263379Notes

Reaction equation

HRID 2263379 reaction equation
[CH3:1][C:2]1[N:3]=[C:4]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)[O:5][C:6]=1[CH2:7]O.C(N(CC)CC)C.CS([Cl:32])(=O)=O>ClCCl>[Cl:32][CH2:7][C:6]1[O:5][C:4]([CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)=[N:3][C:2]=1[CH3:1]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59594660HCID 59594660, compound

Product 1

HCID 595948035-Chloromethyl-4-methyl-2-[2-(4-trifluoromethyl-phenyl)-ethyl]-oxazole

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.20 g {4-Methyl-2-[2-(4-trifluoromethyl-phenyl)-ethyl]-oxazol-5-yl}-methanol were dissolved in 20 ml dichloromethane and cooled in an ice bath. 3.10 ml triethylamine were added, followed by the addition of 1.37 ml methanesulfonylchloride. The ice bath was removed and the resulting mixture stirred at room temperature over night. The reaction mixture was then washed with water and brine, dried over MgSO4 and the solvent removed in vacuo to obtain 4.0 g 5-chloromethyl-4-methyl-2-[2-(4-trifluoromethyl-phenyl)-ethyl]-oxazole as an oil which was used without further purification.

Workup

  1. temperaturecooled in an ice bath
  2. customThe ice bath was removed
  3. washThe reaction mixture was then washed with water and brine
  4. dry with materialdried over MgSO4
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-c187f126e92f4080a2ecc4abfbd16e13
Source dataset
uspto-grants-2010_12
Patent number
US07851493B2

Reaction notes

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