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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 13263Generated: October 28, 2026

Dimethylformamide → Ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoate

https://huagongshe.com/reaction/13263

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
ReactantEthyl 3-(1-acetyl-pyrrolidin-2-yl)-4-hydroxybenzoateHCID 23145623—
SolventAmmonium ChlorideHCID 25517—
ProductEthyl 3-(1-acetyl-pyrrolidin-2-yl)-4-benzyloxybenzoateHCID 23145505—

Reaction Conditions

Temperature50 °C

Reaction Steps

15 g of potassium carbonate and 6.4 ml of benzyl bromide were added to a dimethylformamide (100 ml) solution of 12.4 g of ethyl 3-(1-acetyl-pyrrolidin-2-yl)-4-hydroxybenzoate, and the reaction liquid was stirred at 50° C. for 1 hour. The reaction liquid was cooled, diluted with aqueous saturated ammonium chloride solution, and extracted with ethyl acetate. The organic layer was washed with water, and dried with anhydrous magnesium sulfate. The solvent was evaporated away under reduced pressure, and the resulting residue was purified through silica gel column chromatography (developing solvent: hexane/ethyl acetate=10/1 to 1/2 to 1/3) to obtain the entitled compound as a yellow oily substance.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07728025B2
Source datasetuspto-grants-2010_06
ORD IDord-8077fff77c9c423f871016535b68ea6c
Source noteuspto-grants-2010_06