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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1600126Generated: October 26, 2026

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

https://huagongshe.com/reaction/1600126

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 invacuo. 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 numberUS05744465
Source datasetuspto-grants-1998_04
ORD IDord-22e93842f52f4b01afc9871fccbbda43
Source noteuspto-grants-1998_04