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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1450321Generated: October 26, 2026

Water → (+/-)-4-Bromo-2-(2,4-difluorophenyl)tetrahydrofuran

https://huagongshe.com/reaction/1450321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCalcium BromideHCID 5360316—
ReactantCalcium HydroxideHCID 6093208—
Reactantalpha-(2,3-Dibromopropyl)-2,4-difluorobenzenemethanolHCID 18923963—
SolventMethanolHCID 887—
SolventEthyl AcetateHCID 8857—
Product(+/-)-4-Bromo-2-(2,4-difluorophenyl)tetrahydrofuranHCID 8571904257%

Reaction Conditions

Temperature85 °C

Reaction Steps

A mixture of 4.5 g of product from Example 164, 1.67 g of calcium hydroxide, 7.5 g of calcium bromide, 25 ml of water and 12 ml of methyl alcohol is stirred and heated at 85° C. overnight. The reaction mixture is cooled, diluted with ethyl acetate and filtered through diatomaceous earth. The layers are separated and the organic layer is washed with saturated sodium chloride, dried, filtered and concentrated in vacuo. The residue is purified by chromatography (silica gel: 3-5% ethyl acetate/hexane) to give 1.96 g of the desired product as a mixture of isomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05602118
Source datasetuspto-grants-1997_02
ORD IDord-6b07500cc9b14d11a7184d4a6b3c4942
Source noteuspto-grants-1997_02