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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007663Generated: October 28, 2026

Toluene → HCID 73996776, compound

https://huagongshe.com/reaction/1007663

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant3-Buten-2-olHCID 11716—
ReactantHCID 14640309HCID 14640309—
SolventWaterHCID 962—
ProductHCID 73996776HCID 73996776—

Reaction Steps

Advantageously, the conversion of 18a to 47 and the conversion of 47 to 31 can be carried out sequentially or simultaneously in a single reaction vessel or in a single reaction mixture without isolation. To further advantage, the preparation of the acetal 18 from aldehyde 19, the conversion of 18 to the corresponding enol ether intermediate, and the conversion of the enol ether intermediate to 31 can all be carried out in a single reaction vessel or reaction mixture. For example, 2-(((4-methylphenyl)sulfonyl)methyl)hexanal can be heated in a solvent such as toluene in the presence of 3-buten-2-ol and p-toluenesulfonic acid with removal of water (e.g., with a Dean-Stark trap) to produce 2-butyl-2-(((4-methylphenyl)sulfonyl)methyl)hex-4-enal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06794544B2
Source datasetuspto-grants-2004_09
ORD IDord-001436886d3144d69cbff2b8cfb59389
Source noteuspto-grants-2004_09