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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 18446Generated: October 26, 2026

Diethyl Ether → N-(2,4-dihydroxyphenyl)-2,2,2-trifluoro-acetamide

https://huagongshe.com/reaction/18446

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantN-(2,4-dimethoxyphenyl)-2,2,2-trifluoroacetamideHCID 5056099—
SolventDichloromethaneHCID 6344—
ProductN-(2,4-dihydroxyphenyl)-2,2,2-trifluoro-acetamideHCID 1845499683.7%

Reaction Steps

To a solution of N-(2,4-dimethoxy phenyl)-2,2,2-trifluoro-acetamide (2.50 g; 10 mmol) in CH2Cl2 (20 mL) cooled to −10° C. was added 1 M BBr3 (CH2Cl2; 24 mL; 24 mmol) under N2 atmosphere. The mixture was allowed to warm to room temperature over 2 hours and poured onto H2O (150 mL). Saturated aqueous NaHCO3 (100 mL) and diethylether (100 mL) was added to dissolve any precipitated material. The organic layer was Isolated, washed with H2O (50 mL), dried (MgSO4), filtered and the eluate evaporated to dryness to yield 1.85 g (83%) of the desired compound as a greyish solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07741352B2
Source datasetuspto-grants-2010_06
ORD IDord-2d84f94ad95e48038928e9c8df4fb329
Source noteuspto-grants-2010_06