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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679632Generated: October 31, 2026

p-Toluenesulfonic acid → Acrolein

https://huagongshe.com/reaction/1679632

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantAcroleinHCID 7847—
Reactant2-Methyl-3-pentanoneHCID 11265—
SolventWaterHCID 962—
ProductAcroleinHCID 7847—
Product2-Methyl-3-pentanoneHCID 11265—
Product2,6,6-Trimethyl-2-cyclohexen-1-oneHCID 88332—

Reaction Steps

30 g of acrolein (boiling point about 105° C) are added dropwise in the course of 60 minutes to 150 g of ethyl isopropyl ketone and 2 g of p-toluenesulfonic acid, under reflux. The water formed is removed. After 3 hours, the unconverted starting materials are distilled off through a short column under atmospheric pressure at from 40° to 112° C. The reaction mixture ist then kept for 1 hour at an internal temperature of 200° C and is thereafter distilled under reduced pressure. 7 g of water, 3 g of acrolein, 122 g of ethyl isopropyl ketone, 22 g of 2,6,6-trimethyl-cyclohex-2-en-1-one (free from isomers) and 28 g of residue are obtained. This amounts to a yield of 57%, based on ethyl isopropyl ketone employed.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04081482
Source datasetuspto-grants-1978_03
ORD IDord-ac682e789d1d4534b67fe60e0bea0329
Source noteuspto-grants-1978_03