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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777405Generated: November 3, 2026

Sodium Hydroxide → HCID 71554884, compound

https://huagongshe.com/reaction/1777405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantBoron tribromideHCID 25134—
ReactantHCID 90312925HCID 90312925—
SolventDichloromethaneHCID 6344—
ProductHCID 71554884HCID 7155488496.2%

Reaction Steps

N-(3,5-bis(trifluoromethyl)phenyl)-5-chloro-2-methoxy-3-methylbenzamide (1 g, 2.43 mmol) prepared in step 1 was dissolved in CH2Cl2 (15 ml), to which boron tribromide (3.54 ml, 12.15 mmol) was added at −70° C., followed by stirring at room temperature for 3 hours. The mixture was dropped in 20 ml of cold ice water, followed by stirring for 30 more minutes. The mixture was cooled down at room temperature, to which aqueous sodium hydroxide was dropped 6˜7 drops. Extraction was performed with dichloromethane. The organic extract was mixed, dried over MgSO4, and concentrated under reduced pressure, followed by chromatography (ethylacetate:hexane=1:5) to give 930 mg of the target compound (yield: 96%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266872B2
Source datasetuspto-grants-2016_02
ORD IDord-4ab3bc0c9cbf41878dd74c961cdb5298
Source noteuspto-grants-2016_02