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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1612374Generated: November 1, 2026

Thionyl Chloride → 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-methyl-propionyl chloride

https://huagongshe.com/reaction/1612374

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant1,3-Dihydro-α,α-dimethyl-1,3-dioxo-2H-isoindole-2-acetic acidHCID 774369—
Product2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-2-methyl-propionyl chlorideHCID 2225332298.3%

Reaction Steps

Thionyl chloride (750 ml, 10.28 mol) was added to 2-methyl-2-phthalimidopropanoic acid (385 g, 1.65 mol) and the mixture refluxed under nitrogen for 3 hours. Excess thionyl chloride was removed under reduced pressure to yield a solid. The solid was washed with diethyl ether (2×250 ml) to yield the title compound as a white crystalline solid (408.2 g, 98%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06992184B2
Source datasetuspto-grants-2006_01
ORD IDord-7001b59a8c114939800b4dc7f32e6763
Source noteuspto-grants-2006_01