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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 454509Generated: November 1, 2026

Citric Acid → 2-(Benzyloxy)-5-(morpholin-4-yl)benzoic acid

https://huagongshe.com/reaction/454509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantEthanolHCID 702—
ReactantSodium HydroxideHCID 14798—
ReactantMethyl 2-(benzyloxy)-5-(morpholin-4-yl)benzoateHCID 66990981—
SolventEthyl AcetateHCID 8857—
Product2-(Benzyloxy)-5-(morpholin-4-yl)benzoic acidHCID 6699077868.3%

Reaction Conditions

Temperature50 °C

Reaction Steps

A 4 mol/L aqueous solution of sodium hydroxide (0.3 mL) was added to an ethanol (2.1 mL) solution of the obtained methyl 2-(benzyloxy)-5-(morpholin-4-yl)benzoate (0.26 g), followed by stirring at 50° C. for 1 hour. The reaction mixture was cooled to room temperature, and then a 10% aqueous solution of citric acid and ethyl acetate were sequentially added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 0.17 g of 2-(benzyloxy)-5-(morpholin-4-yl)benzoic acid as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492582B2
Source datasetuspto-grants-2013_07
ORD IDord-a5d0d94497434f24a4e53fcaf1aedbdb
Source noteuspto-grants-2013_07