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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868771Generated: October 31, 2026

Acetic Anhydride → 2-Propenoic acid, 2-(acetyloxy)-, ethyl ester

https://huagongshe.com/reaction/868771

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantEthyl pyruvateHCID 12041—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventAcetic AcidHCID 176—
Product2-Propenoic acid, 2-(acetyloxy)-, ethyl esterHCID 1121738758.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

First, to a mixture of ethyl pyruvate (315 g, 2.7 mol) and acetic anhydride (554 g, 5.4 mol), p-toluenesulfonic acid monohydrate (8 g) was added. Then, the mixture was stirred under a nitrogen gas stream at 120° C. for 24 hours to obtain a reaction solution. Next, acetic acid generated by a reaction with excess acetic anhydride under reduced pressure (40 to 50 mmHg) was removed from the reaction solution. Thereafter, the residue was purified by reduced pressure distillation (35 to 40 mmHg, 90 to 103° C.) to obtain ethyl α-acetoxyacrylate (250 g, yield 58%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08968975B2
Source datasetuspto-grants-2015_03
ORD IDord-8145e7bb54f94012b03842a0a38f85ab
Source noteuspto-grants-2015_03