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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2231341Generated: October 31, 2026

Water → Halfenprox

https://huagongshe.com/reaction/2231341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDibromodifluoromethaneHCID 6382—
ReactantPhenol, 4-(1,1-dimethyl-2-((3-phenoxyphenyl)methoxy)ethyl)-HCID 157700—
ReactantPotassium tert-butoxideHCID 23665647—
Solvent1,3-Dimethyl-2-imidazolidinoneHCID 6661—
ProductHalfenproxHCID 1014046499.4%

Reaction Steps

A solution of 21.6 g of 3-phenoxybenzyl 2-(4-hydroxyphenyl)-2-methylpropyl ether and 13.9 g of potassium t-butoxide in 120 ml of DMI was added dropwise to a mixture of 80 g of dibromodifluoromethane and 50 ml of DMI with stirring for 30 minutes at 50° to 60° C., and the mixture was maintained at this temperature for 3 hours. The reaction mixture was poured into water and extracted with toluene. The toluene solution was washed with dilute hydrochloric acid and water in this order, and dried. Toluene was evaporated under reduced pressure to give 29.4 g of an oily residue. The oily residue was purified by column chromatography [silica gel: 600 g; eluent: toluene/hexane (1:1)] to give 12.4 g of the desired 3-phenoxybenzyl 2-(4-difluorobromomethoxyphenyl)-2-methylpropyl ether.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04782094
Source datasetuspto-grants-1988_11
ORD IDord-9686631ec3cf47af941182a6adc113d3
Source noteuspto-grants-1988_11