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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871452Generated: November 3, 2026

p-Toluenesulfonic acid → (cis)-4-(4-Methoxy-3-hydroxyphenyl)-2-cyclopentyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1one

https://huagongshe.com/reaction/1871452

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant(cis)-4-(3-Cyclopentyloxy-4-methoxyphenyl)-2-cyclopentyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1-oneHCID 70002575—
SolventTolueneHCID 1140—
Product(cis)-4-(4-Methoxy-3-hydroxyphenyl)-2-cyclopentyl-4a,5,8,8a-tetrahydro-2H-phthalazin-1oneHCID 70120964—

Reaction Steps

A solution of 3.3 g of compound 21 and 2 g of p-toluenesulfonic acid in 15 ml of toluene was refluxed for 4 h. After cooling to room temperature, themixture was washed with aqueous sodium carbonate, the toluene solution was dried over magnesium sulfate and evaporated. Crystallization from diethyl ether/petroleum ether (60-80° C.). M.p. 142-144° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06103718
Source datasetuspto-grants-2000_08
ORD IDord-60bd47dee38a4e45ace687d8f6ee846c
Source noteuspto-grants-2000_08