Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 351026Generated: October 30, 2026

Water → 2-(4-Trifluoromethylphenyl)-4-chloromethyl-5-methyloxazole

https://huagongshe.com/reaction/351026

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantHCID 11150543HCID 11150543—
SolventAcetonitrileHCID 6342—
Product2-(4-Trifluoromethylphenyl)-4-chloromethyl-5-methyloxazoleHCID 1023633385.4%

Reaction Steps

The suspension of the title A compound, 4,5-dimethyl-2-(4-trifluoromethylphenyl)-oxazole 3-oxide hydrochloride (500 g, 1.70 mol) in 4.06 L of acetonitrile is stirred for 15 minutes at room temperature, then cooled to 10° C. 491 g (3.17 mol) of POCl3 are added at 15° C. over a period of 30 minutes. The suspension is stirred at room temperature for 16 hours, and the mixture is cooled to 10° C., and 6 L of water are added into the reaction mixture slowly (first 400 mL of water addition is very exothermic). The suspension is then stirred at room temperature for 6 hours further, and the solids are collected by filtration, washed with 2 L of water and dried to a constant weight at 50° C. (20 mbar) to afford 4-chloromethyl-5-methyl-2-[4-(trifluoromethyl)phenyl]-oxazole as a white solid (400 g, 85% yield): m.p. 97–98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183304B2
Source datasetuspto-grants-2007_02
ORD IDord-f8b3451f9ddd4203a98c0fe6d7334c53
Source noteuspto-grants-2007_02