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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442464Generated: October 30, 2026

Acetic Acid → 2-Oxo-2-ethoxy-3,3,5-trimethyl-5-diethylphosphono-1,2-oxaphospholane

https://huagongshe.com/reaction/442464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantDiethylphosphiteHCID 3780918—
ReactantSodiumHCID 5360545—
Reactant4-Methyl-4-diethylphosphonopentan-2-oneHCID 15311131—
CatalystSodiumHCID 5360545—
SolventTolueneHCID 1140—
Product2-Oxo-2-ethoxy-3,3,5-trimethyl-5-diethylphosphono-1,2-oxaphospholaneHCID 54434538—

Reaction Conditions

Temperature80 °C

Reaction Steps

10 ml of a mixture of 70.8 g of 4-methyl-4-(diethylphosphono)-pentan-2-one (prepared from mesityl oxide and diethyl phosphite) and 82.8 g of diethyl phosphite were dissolved in 100 ml of toluene, and the solution was heated to 80° C. A catalytic amount of sodium was added and a vigorous exothermic reaction commenced. The reaction temperature was held between 80° C. and 90° C. by alternately adding the previously prepared mixture and small pieces of sodium. Altogether 1.65 g of sodium was used as catalyst. The reaction took 20 minutes. The reaction mixture was subsequently stirred at 80°-90° C. for 30 minutes with heating, then cooled and neutralized with 4.5 g of glacial acetic acid. This reaction mixture was distilled to yield 2-oxo-2-ethoxy-3,3,5-trimethyl-5-diethylphosphono-1,2-oxaphospholane with a boiling point of 156°-161° C./1.1 mm. This substance is identical to the oxaphospholane manufactured according to Example 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04045518
Source datasetuspto-grants-1977_08
ORD IDord-97fda4b4335f419991d1b400dab117fe
Source noteuspto-grants-1977_08