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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 54795Generated: October 27, 2026

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

https://huagongshe.com/reaction/54795

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 numberUS05623081
Source datasetuspto-grants-1997_04
ORD IDord-346c59c7b65f4ddba6f8c0daab77efe2
Source noteuspto-grants-1997_04