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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900141Generated: October 29, 2026

Sodium Hydroxide → 4-(3-Fluoro-4-hydroxybenzoyl)benzonitrile

https://huagongshe.com/reaction/1900141

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantBoron tribromideHCID 25134—
ReactantHCID 19043702HCID 19043702—
SolventDichloromethaneHCID 6344—
Product4-(3-Fluoro-4-hydroxybenzoyl)benzonitrileHCID 19043765—

Reaction Steps

A solution of 50g of 4-(3-fluoro-4-methoxy-benzoyl)benzonitrile in 550 ml of methylene chloride is treated with 70 ml of BBr3 at 5° C. and stirred at room temperature. 11 of 1M NaOH is added dropwise while cooling with ice. Then, the mixture is extracted with saturated aqueous NH4Cl solution and methylene chloride. The organic phase is washed with water and dried. After recrystallization from ether, there are obtained 34 g of 4-(3-fluoro-4-hydroxy-benzoyl)-benzonitrile, m.p. 168.5°-169.5° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05574071
Source datasetuspto-grants-1996_11
ORD IDord-8aa2f8806bed477c81c34741ae555e22
Source noteuspto-grants-1996_11