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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 991946Generated: November 1, 2026

p-Toluenesulfonic acid → 3,3-Diethoxy-1-propene

https://huagongshe.com/reaction/991946

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcroleinHCID 7847—
ReactantEthyl orthoformateHCID 31214—
SolventEthanolHCID 702—
Product3,3-Diethoxy-1-propeneHCID 6247748%

Reaction Conditions

Temperature5 °C

Reaction Steps

After 10 ml of acrolein commercially available from Aldrich, Co. is dissolved in 50 ml of anhydroust ethanol, 19 ml of triethylorthoformate and p-toluene sulfonic acid are added to the solution, and the resulting mixture is allowed to reflux under a nitrogen atmosphere for 5 hours. After that, the resulting solution is cooled to a temperature of 5° C., extracted with diethyl ether, washed with 5% sodium bicarbonate (NaHCO3) aqueous solution, dried with anhydrous magnesium sulfate (MgSO4), and then evaporated under a reduced pressure to remove ethanol. Next, the material is fractionally distilled, thereby giving 8.4 g of 3,3-diethoxy-1-propene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06465671B1
Source datasetuspto-grants-2002_10
ORD IDord-8aad16a364bc48d687d70dc90074c42b
Source noteuspto-grants-2002_10