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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1672136Generated: October 29, 2026

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

https://huagongshe.com/reaction/1672136

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 numberUS07998957B2
Source datasetuspto-grants-2011_08
ORD IDord-5e666d92021d4415a5759b8cc238c11b
Source noteuspto-grants-2011_08