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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1662547Generated: October 30, 2026

Borane;tetrahydrofuran → Methyl 2',5'-difluoro-4-(hydroxymethyl)-1,1'-biphenyl-2-carboxylate

https://huagongshe.com/reaction/1662547

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBorane;tetrahydrofuranHCID 2723981—
Reactant2',5'-Difluoro-2-((methyloxy)carbonyl)-1,1'-biphenyl-4-carboxylic acidHCID 57706352—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 2',5'-difluoro-4-(hydroxymethyl)-1,1'-biphenyl-2-carboxylateHCID 5770574487.2%

Reaction Conditions

Temperature23 °C

Reaction Steps

To a stirred solution of 83.27B (0.585 g, 2 mmol) in THF (20 mL) at 0° C. was added borane-THF (4 mL, 4 mmol, 1.0M). The reaction was warmed to 23° C. and stirring was continued for four hours. The reaction mixture was then concentrated in vacuo. The reaction was diluted with 1N HCl and extracted three times with EtOAc. After drying over anhydrous magnesium sulfate and filtering, the organic solvent was removed under reduced pressure and the product was then purified on silica gel (0-40% EtOAc in hexanes) to yield 83.27C as a colorless oil (0.485 g, 87% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08030354B2
Source datasetuspto-grants-2011_10
ORD IDord-aeb38961863b495ab85acacef7ab0fea
Source noteuspto-grants-2011_10