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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1777408Generated: October 26, 2026

Benzyl Bromide → 2-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-benzamide

https://huagongshe.com/reaction/1777408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantImd-0354HCID 5081913—
SolventDimethylformamideHCID 6228—
Product2-benzyloxy-N-[3,5-bis(trifluoromethyl)phenyl]-5-chloro-benzamideHCID 7150859293%

Reaction Steps

N-(3,5-bis(trifluoromethyl)phenyl)-5-chloro-2-hydroxybenzamide (191.8 mg) obtained in step 1 was dissolved in dimethylformamide (DMF, 1.5 ml), to which benzylbromide (0.07 ., 0.55 mmol) and potassium carbonate (K2CO3, 82.9 mg, 0.6 mmol) were added. The reaction mixture was stirred at room temperature for 4 hours. Dimethylformamide was distillated under reduced pressure, followed by extraction with ethylacetate (EtOAc). The extracted organic layer was dried over MgSO4, filtered and concentrated. The concentrated reactant was separated by column chromatography (developing solvent: hexane/ethylacetate=15/1) to give 220 mg of the target compound (yield: 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266872B2
Source datasetuspto-grants-2016_02
ORD IDord-40de91f884a44fcda94fb99ecc2b1564
Source noteuspto-grants-2016_02