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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2178873Generated: November 1, 2026

Acetic Anhydride → Butanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl ester

https://huagongshe.com/reaction/2178873

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl AcetoacetateHCID 8868—
ReactantEthyl orthoformateHCID 31214—
ProductButanoic acid, 2-(ethoxymethylene)-3-oxo-, ethyl esterHCID 9773470%

Reaction Conditions

Temperature135 °C

Reaction Steps

A mixture of ethyl acetoacetate (100 g, 0.77 mol), triethyl orthoformate (130 g, 0.92 mol), and acetic anhydride (150 g, 1.5 mol) was heated at 135° C. for 6-18 h in a round bottomed flask that was equipped with a distillation apparatus to collect the ethanol generated during the reaction. The reaction was cooled, concentrated and the residue was distilled under high vacuum to obtain the desired product (100 g, 70%) as a pale yellow oil:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067937B2
Source datasetuspto-grants-2015_06
ORD IDord-c0b2581de7ab4d8e97186e21f0cc6e5c
Source noteuspto-grants-2015_06