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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 465248Generated: October 30, 2026

Dimethylformamide → Methyl ((1,3-dioxo-1,3-dihydro-2H-isoindol-2-YL)oxy)acetate

https://huagongshe.com/reaction/465248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN-HydroxyphthalimideHCID 10665—
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl bromoacetateHCID 60984—
SolventWaterHCID 962—
ProductMethyl ((1,3-dioxo-1,3-dihydro-2H-isoindol-2-YL)oxy)acetateHCID 748410—

Reaction Steps

To 50 ml of dry N,N-dimethylformamide are added 10 g of N-hydroxyphthalimide and 9.38 g of methyl bromoacetate, followed by addition of 8.5 g of potassium carbonate. The mixture is stirred at room temperature for 2 days and, then, poured into 400 ml of water. The resulting crystalline precipitate is recovered by filtration, washed with water, hexane and ether in this order to give colorless needles of N-methoxycarbonylmethyloxyphthalimide, m.p. 137°-142° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04550105
Source datasetuspto-grants-1985_10
ORD IDord-ed695aba87e54b5bbcbf4d6b2ac42df8
Source noteuspto-grants-1985_10