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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 405205Generated: October 29, 2026

Tetrahydrofuran → (2-Bromo-4,5-difluorophenyl)methanol

https://huagongshe.com/reaction/405205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
Reactant2-Bromo-4,5-difluorobenzoic acidHCID 2782789—
ReactantSodium borohydrideHCID 4311764—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
Product(2-Bromo-4,5-difluorophenyl)methanolHCID 57518297—

Reaction Steps

Solid CDI (4.3 g, 26.4 mmol) was added to a THF solution (130 mL) of 2-bromo-4,5-difluorobenzoic acid and the solution was refluxed. After 3 h the resulting mixture was cooled to room temperature and a water solution (26 mL) of NaBH4 (666 mg, 17.6 mmol) was added. After 10 min the resulting mixture was diluted with EtOAc and 10% aqueous NaHCO3 and the layers were separated. The organic layer was washed with water and brine, dried (Na2SO4), concentrated, and purified via column chromatography to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08748624B2
Source datasetuspto-grants-2014_06
ORD IDord-bcaba61be42d4a21a7275e925d026b48
Source noteuspto-grants-2014_06