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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 404701Generated: October 29, 2026

4-Bromophenol → HCID 59287317, compound

https://huagongshe.com/reaction/404701

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 stiffing 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 numberUS08748621B2
Source datasetuspto-grants-2014_06
ORD IDord-a2589e714a494f6cbf381c4ef76e07aa
Source noteuspto-grants-2014_06