Triethylamine → HCID 59594724, compound

HRID 2263373Notes

Reaction equation

HRID 2263373 reaction equation
[F:1][C:2]([F:24])([F:23])[CH2:3][O:4][CH2:5][C:6]1[N:7]=[C:8]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)[O:9][C:10]=1[CH2:11]O.C(N(CC)CC)C.CS([Cl:36])(=O)=O>ClCCl>[Cl:36][CH2:11][C:10]1[O:9][C:8]([C:13]2[CH:18]=[CH:17][C:16]([C:19]([F:22])([F:21])[F:20])=[CH:15][CH:14]=2)=[N:7][C:6]=1[CH2:5][O:4][CH2:3][C:2]([F:24])([F:23])[F:1]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 59594774HCID 59594774, compound

Product 1

HCID 59594724HCID 59594724, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

422 mg [4-(2,2,2-Trifluoro-ethoxymethyl)-2-(4-trifluoromethyl-phenyl)-oxazol-5-yl]-methanol were dissolved in 5 ml dichloromethane and cooled in an ice bath. 247 μl triethylamine were added, followed by the addition of 110 μl methanesulfonylchloride. The ice bath was removed and the resulting mixture stirred at room temperature over night. 50 ml dichloromethane were added and the reaction mixture was then washed with water and brine, dried over MgSO4 and the solvent removed in vacuo to obtain 509 mg 5-chloromethyl-4-(2,2,2-trifluoro-ethoxymethyl)-2-(4-trifluoromethyl-phenyl)-oxazole as an oil which was used without further purification.

Workup

  1. temperaturecooled in an ice bath
  2. customThe ice bath was removed
  3. addition50 ml dichloromethane were added
  4. washthe reaction mixture was then washed with water and brine
  5. dry with materialdried over MgSO4
  6. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-99774d2dd72c4f96a3ca40284d97d9f7
Source dataset
uspto-grants-2010_12
Patent number
US07851493B2

Reaction notes

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