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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1766189Generated: November 3, 2026

1-(Diphenylmethyl)azetidin-3-yl methanesulfonate → 2-[1-(diphenylmethyl)azetidin-3-yl]-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/1766189

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(Diphenylmethyl)azetidin-3-yl methanesulfonateHCID 2758716—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-[1-(diphenylmethyl)azetidin-3-yl]-1H-isoindole-1,3(2H)-dioneHCID 13491917—

Reaction Steps

A mixture of 75 g (0.235 mol) of 1-(diphenylmethyl)-3-(methanesulphonyloxy)-azetidine, 47.1 g (0.254 mol) of potassium phthalimide and 800 ml of dimethylformamide was refluxed for 1½ hours, during which time a fine precipitate gradually settled out. After cooling the precipitate was filtered off and the solvent was evaporated off in vacuo, finally under a high vacuum. The colourless residue crystallised when left to stand. Yield: 78.0 g (90% of theoretical). Rf=0.95 (El N).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07230001B1
Source datasetuspto-grants-2007_06
ORD IDord-ecda97ac29bf4f388126e48ab8841617
Source noteuspto-grants-2007_06