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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 653304Generated: October 28, 2026

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

https://huagongshe.com/reaction/653304

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-methoxycarbonylmethoxyphthalimide, m.p. 137°-142° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04675397
Source datasetuspto-grants-1987_06
ORD IDord-3d19e25485924d67abdb43ceba620ffc
Source noteuspto-grants-1987_06