Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1780563Generated: November 4, 2026

Benzene → HCID 178440747, compound

https://huagongshe.com/reaction/1780563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzeneHCID 241—
ReactantSodium ChlorideHCID 5234—
Reactant2,6-DifluoropyridineHCID 73934—
ReactantSilane, (4-bromophenoxy)(1,1-dimethylethyl)diphenyl-HCID 11292808—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 178440747HCID 178440747—

Reaction Steps

22.61 g (55.0 mmol) of 4-bromophenyl tert.-butyldiphenylsilyl ether in 40 ml of benzene and 35 ml (55.0 mmol) of a 1.6-molar n-butyllithium solution in hexane are stirred overnight at room temperature under argon and then slowly added dropwise to 4.50 ml (50.0 mmol) of 2,6-difluoropyridine in 40 ml of tetrahydrofuran at 0° C. under argon. After a reaction time of 3 hours at 0° C., sodium chloride solution is added, the resulting mixture is taken up in ether, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, filtered, freed from solvent, and the residue is purified by chromatography (silica gel, 9:1 hexane/ethyl acetate), giving 6.80 g of 6-(4-tert.-butyldiphenylsilyloxyphenyl)-2-fluoropyridine. ##STR44##

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05630962
Source datasetuspto-grants-1997_05
ORD IDord-ba9db1d87cf3478a86a7b3673c7e197c
Source noteuspto-grants-1997_05