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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 895612Generated: October 31, 2026

Water → 1-Bromo-3-[2-(4-diethylcarbamoylbenzyl)phenoxy]propane

https://huagongshe.com/reaction/895612

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,3-DibromopropaneHCID 8001—
ReactantSodium hydrideHCID 24758—
Reactant2-(4-Diethylcarbamoylbenzyl)phenolHCID 22380718—
SolventTetrahydrofuranHCID 8028—
Product1-Bromo-3-[2-(4-diethylcarbamoylbenzyl)phenoxy]propaneHCID 1205039569%

Reaction Conditions

Temperature60 °C

Reaction Steps

2-(4-Diethylcarbamoylbenzyl)phenol (100 mg) was dissolved in tetrahydrofuran (2 ml), added with sodium hydride (60%, in oil, 21 mg) and stirred at 60° C. for 1.5 hours. The reaction mixture was added with 1,3-dibromopropane (0.18 ml) and stirred at the same temperature for 3 hours. After the reaction mixture was added with water (10 ml) and the layers were separated, the aqueous layer was extracted with dichloromethane (10 ml). The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: hexane:ethyl acetate=3:1) to obtain 99 mg of the title compound. Yield: 69%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06916822B2
Source datasetuspto-grants-2005_07
ORD IDord-799802a6badc43e7b58bc9bab0040e96
Source noteuspto-grants-2005_07