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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278379Generated: November 1, 2026

Phenol → 4,5-Difluoro-6-phenoxypyrimidine

https://huagongshe.com/reaction/278379

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenolHCID 996—
Reactant4,5,6-TrifluoropyrimidineHCID 3572764—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product4,5-Difluoro-6-phenoxypyrimidineHCID 1586967468.1%

Reaction Conditions

Temperature0 °C

Reaction Steps

At 0° C., a solution of 42.4 g (0.45 mol) of phenol and 50.4 g (0.45 mol) of potassium tert-butoxide in 400 ml of tetrahydrofuran is added dropwise to a solution of 80 g (0.6 mol) of 4,5,6-trifluoropyrimidine in 1 l of tetrahydrofuran. After the addition, the reaction mixture is stirred at 0° C. for 30 minutes and then poured onto water and extracted with ethyl acetate. The organic phase is dried over sodium sulphate and concentrated under reduced pressure and the residue is stirred with low-boiling petroleum ether. 63.8 g (68.1% of theory) of 4-phenoxy-5,6-difluoropyrimidine of melting point 65-66° C. are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06359133B2
Source datasetuspto-grants-2002_03
ORD IDord-18e6c001fe5949668ae81d637b3da2ca
Source noteuspto-grants-2002_03