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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977495Generated: October 31, 2026

1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)- → 1H-Isoindole-1,3(2H)-dione, 2-ethenyl-

https://huagongshe.com/reaction/1977495

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantDimethylacetamideHCID 31374—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
SolventWaterHCID 962—
Product1H-Isoindole-1,3(2H)-dione, 2-ethenyl-HCID 77035—

Reaction Conditions

Temperature60 °C

Reaction Steps

Over a period of 2 hours, 672 g of 1,8-diazabicyclo-[5.4.0]-undec-7-ene were added dropwise to a solution of 1016 g of N-(2-bromoethyl)phthalimide in 2.81 of N,N-dimethylacetamide. During the addition, the temperature increased to 60° C. After the addition had ended, stirring was continued for 12 hours. The batch was poured into 9 l of water and filtered, and the filtration residue was dried at 50° C. This gave 621 g of product (=90% of theory) of melting point 79-80° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06232475B1
Source datasetuspto-grants-2001_05
ORD IDord-df36acc3a2a245d1bf8641e76c68493c
Source noteuspto-grants-2001_05