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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 715446Generated: October 30, 2026

Triphenylphosphine → HCID 87426500, compound

https://huagongshe.com/reaction/715446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant2,2-Difluoroethan-1-olHCID 136187—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantMethyl 4-hydroxy-3-methylbenzoateHCID 11240684—
SolventTetrahydrofuranHCID 8028—
ProductHCID 87426500HCID 8742650091.7%

Reaction Steps

To a stirred solution of methyl 4-hydroxy-3-methylbenzoate (1.5 g, 9.0 mmol), 2,2-difluoroethanol (0.90 g, 10.8 mmol), triphenylphosphine (3.6 g, 13.5 mmol) in THF (40 mL) is added dropwise diethyl azodicarboxylate (4.9 mL, 10.8 mmol, 40% solution in toluene) at 0° C. The mixture is stirred at rt for 30 minutes. Then the reaction mixture is stirred at 60° C. for 2 hours. After cooling to rt, the mixture is concentrated under reduced pressure. The residue is purified by column chromatography on silica gel eluting with n-hexane/EtOAc (18:1) to give 1.9 g (90% yield) of the title compound as white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09187475B2
Source datasetuspto-grants-2015_11
ORD IDord-510c74c4a3e94ab4835db6f5013b3e1f
Source noteuspto-grants-2015_11