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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2082999Generated: October 25, 2026

Acetic Anhydride → Aurone

https://huagongshe.com/reaction/2082999

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantCoumaranoneHCID 23556—
ProductAuroneHCID 6537099—

Reaction Conditions

Temperature100 °C

Reaction Steps

The compounds of this invention are prepared as shown in the following reaction scheme: ##STR2## in which R1 and R2 are as defined in formula I. Thus, as shown above, a 3-coumaranone is reacted with an appropriately substituted benzaldehyde and acetic anhydride by heating at a temperature up to about 100° C. for from 1 to 3 hours. The reaction mixture is treated with ice, extracted with a nonreactive organic solvent such as ether and the product from the extract is heated at reflux for about one hour with a mineral acid, such as hydrochloric acid, an alkanol such as methanol or ethanol, and water. Cooling gives the substituted aurone product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04083952
Source datasetuspto-grants-1978_04
ORD IDord-2f571148c8404e2085cbc77c11b8835e
Source noteuspto-grants-1978_04