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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166561Generated: November 1, 2026

Phosphorus oxychloride → 3,4-Dihydro-4,4-dimethyl-2H-pyran-2-one

https://huagongshe.com/reaction/2166561

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus oxychlorideHCID 24813—
ReactantEthyl 4-formyl-3,3-dimethylbutanoateHCID 13050815—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product3,4-Dihydro-4,4-dimethyl-2H-pyran-2-oneHCID 301868540.1%

Reaction Steps

A solution of 11.16 g (0.065 mole) of ethyl 3,3-dimethyl-5-oxopentanoate and 11.2 g (0.073 mole) of phosphoryl chloride in 90 ml of toluene was heated under reflux for 14 hours. The mixture was diluted with ether, washed with an aqueous solution of sodium bicarbonate, dried over anhydrous magnesium sulfate, filtered, and the filtrate concentrated to give, after distillation, 3.29 g (40% yield) of 3,4-dihydro-4,4-dimethyl-2H-pyran-2-one, bp 105°-110° C./2670 Pa (20 mm Hg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04387233
Source datasetuspto-grants-1983_06
ORD IDord-bbf9e816f01a40f3842157289d96a0f4
Source noteuspto-grants-1983_06