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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1732435Generated: October 31, 2026

p-Toluenesulfonic acid → HCID 44562749, compound

https://huagongshe.com/reaction/1732435

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 70583183HCID 70583183—
SolventBenzeneHCID 241—
ProductHCID 44562749HCID 44562749—

Reaction Steps

A 540 mg quantity of 5-tert-butoxycarbonyl-4-methoxycarbonylmethyl-5-(cis-2-pentenyl)-2-cyclopentenone and 10 mg of p-toluene sulfonic acid are dissolved in 20 ml of benzene, and the solution is refluxed for 20 minutes. The resulting reaction mixture is neutralized with sodium bicarbonate. The solvent is distilled off from the mixture, and the residue is distilled in a vacuum, giving 4-methoxycarbonylmethyl-5-(cis-2-pentenyl)-2-cyclopentenone (compound (1-a), R2 =CH3) in a yield of 91%, b.p. 88°-92° C./2.5 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04237308
Source datasetuspto-grants-1980_12
ORD IDord-25bc667b2d7044aaa2fde8596d3e6644
Source noteuspto-grants-1980_12