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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1470073Generated: October 31, 2026

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

https://huagongshe.com/reaction/1470073

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1H-Isoindole-1,3(2H)-dione, 2-(2-bromoethyl)-HCID 11325—
ReactantTriethyl phosphiteHCID 31215—
Product2-(2-Diethoxyphosphorylethyl)isoindole-1,3-dioneHCID 254377—

Reaction Conditions

Temperature130 °C

Reaction Steps

Into a 50-mL round-bottom flask purged and maintained with an inert atmosphere of nitrogen, was placed 2-(2-bromoethyl)isoindoline-1,3-dione (8 g, 31.50 mmol, 1.00 equiv) and triethyl phosphite (6.2 g, 37.35 mmol, 1.19 equiv). The resulting solution was stirred for 18 h at 130° C. The resulting mixture was concentrated under vacuum. The crude product was re-crystallized from ether:n-hexane (1:2). This resulted in 5 g (48%) of diethyl 2-(1,3-dioxoisoindolin-2-yl)ethylphosphonate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006281B2
Source datasetuspto-grants-2015_04
ORD IDord-c215533485564b75a29f314373f64588
Source noteuspto-grants-2015_04