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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437477Generated: October 26, 2026

Ethanol → Ethyl pivaloylacetate

https://huagongshe.com/reaction/437477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantPinacoloneHCID 6416—
ReactantDiethyl CarbonateHCID 7766—
ReactantHexamethylphosphoramideHCID 12679—
SolventBenzeneHCID 241—
ProductEthyl pivaloylacetateHCID 8695054%

Reaction Steps

A solution of 100 g of pinacolone in 500 cc of benzene was added dropwise over a period of 4 hours at 50° C/150 Torr to a solution of 500 cc of benzene, 900 cc of diethyl carbonate, 125 g of potassium-tert.-butylate and 200 cc of hexamethyl phosphoric acid triamide, and benzene and ethanol slowly distilled off. After the ketone had been added, another 500 cc of benzene were added dropwise. The total reaction time was 9 hours. The reaction mixture was then treated and distilled in the same way as described in 1 above. The yield was 54% of pivaloyl acetic acid ethyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04031130
Source datasetuspto-grants-1977_06
ORD IDord-2fe1987587e44feebad2573cbc677d29
Source noteuspto-grants-1977_06