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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 710953Generated: October 30, 2026

Water → HCID 10679822, compound

https://huagongshe.com/reaction/710953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-HydroxyphthalimideHCID 10665—
Reactant2-BromoethanolHCID 10898—
ReactantSodium AcetateHCID 517045—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 10679822HCID 1067982266.5%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a solution of N-hydroxyphthalimide (2.20 g, 13.5 mmol) and sodium acetate (3.30 g) in dimethylsulfoxide (40 mL) was added 2-bromoethanol (2.88 mL) under an argon atmosphere at room temperature. The reaction mixture was stirred at 70° C. for 5 hours, followed by cooling to room temperature, adding water (40 mL), and extracting with methylene chloride. The resulting organic layer was washed with water, 2.5M hydrochloric acid, and saturated brine. The washed organic layer was dried over magnesium sulfate, the residue resulting from distilling off the solvent under reduced pressure was recrystallized with ethanol and water to afford 1.86 g of the title compound (yield 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181250B2
Source datasetuspto-grants-2015_11
ORD IDord-559c5cc84daa4e088a8d6db5a77b2168
Source noteuspto-grants-2015_11