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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1580179Generated: October 31, 2026

p-Toluenesulfonic acid → 4,8-Dimethylnona-3,7-dien-2-one

https://huagongshe.com/reaction/1580179

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Methyl-2-buten-1-OLHCID 11173—
ReactantSodium ethoxideHCID 2723922—
ReactantHCID 21565215HCID 21565215—
SolventEthanolHCID 702—
Product4,8-Dimethylnona-3,7-dien-2-oneHCID 54966386%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 100 parts of 4-methyl-2,2,4-triethoxypentane, 40 parts of prenol and 0.08 part of p-toluenesulfonic acid is heated for 6 hours at 140°C, the ethyl alcohol formed being distilled off continuously. On completion of the reaction, the reaction mixture is neutralized with sodium ethoxide and the reaction product is fractionally distilled. There are obtained 45.2 parts of 4,8-dimethyl-3,7-nonadien-2-one, equivalent to a yield of 86% and a conversion of 68% based on prenol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03932462
Source datasetuspto-grants-1976_01
ORD IDord-590c99b752354972953087de2282b226
Source noteuspto-grants-1976_01