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
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | rel-(1R,2S,3R,4S)-7-Oxabicyclo[2.2.1]heptane-2,3-dicarboxylic acid | HCID 168842 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 4,7-Epoxyisobenzofuran-1,3-dione, hexahydro- | HCID 93004 | 50.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822461B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-4683cf18ad7e4cdbb68988e42da94880 |
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| Source note | uspto-grants-2014_09 |
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