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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 68482Generated: October 28, 2026

Acetic Anhydride → 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-

https://huagongshe.com/reaction/68482

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactantrel-(1R,2S,3R,4S)-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acidHCID 168842—
SolventBenzeneHCID 241—
Product4,7-Epoxyisobenzofuran-1,3-dione, hexahydro-HCID 9300450.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

As shown in scheme 1, we prepared endothal anhydride by adding acetic anhydride (0.5 mL) (4) to a suspension of Endothall (186 mg) (3) in benzene (3 mL) and the mixture was then stirred until the solid had gone into solution (2 hours). The solution was heated under vacuum to remove the benzene and the residue was then heated at 80° C. for 30 min. Petroleum ether (5 mL) was then added and the desired anhydride spontaneously crystallized. The product was removed by filtration washed with a little petroleum ether to give the pure product (85 mg) which was used immediately in the following two preparations.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822461B2
Source datasetuspto-grants-2014_09
ORD IDord-4683cf18ad7e4cdbb68988e42da94880
Source noteuspto-grants-2014_09