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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 889636Generated: October 31, 2026

4-Bromophenol → HCID 59287317, compound

https://huagongshe.com/reaction/889636

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-BromophenolHCID 7808—
ReactantSodium hydrideHCID 24758—
Reactant4-Chloro-2-methylpyridineHCID 581392—
SolventDiethyl EtherHCID 3283—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHCID 59287317HCID 59287317—

Reaction Conditions

Temperature250 °C

Reaction Steps

4-Bromophenol (1.0 g, 5.78 mmol) was added to a solution of sodium hydride (0.3 g, 7.51 mmol) in N-methylpyrrolidone (10 ml). After stirring for 10 minutes, 4-chloro-2-methylpyridine (0.96 g, 7.51 mmol) was added. The reaction mixture was heated at 250° C. for 45 minutes under microwave irradiation. After cooling to room temperature the mixture was diluted with diethyl ether and washed with water. The solution was then extracted with additional diethyl ether, the organic layer dried (Na2SO4) and the solvent evaporated in vacuo. The crude product was purified by column chromatography (silica gel; DCM as eluent). The desired fractions were collected and evaporated in vacuo to yield intermediate D10 (1.34 g, 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08252937B2
Source datasetuspto-grants-2012_08
ORD IDord-ad20c1566c6944a4ab05a53abf1818df
Source noteuspto-grants-2012_08