Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2051086Generated: October 25, 2026

Sulfuric Acid → Adapalene methyl ester

https://huagongshe.com/reaction/2051086

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantCyclohexaneHCID 8078—
Reactant1-Adamantyl acetateHCID 519973—
ReactantMethyl 6-(4-methoxyphenyl)-2-naphthoateHCID 19834503—
SolventEthanolHCID 702—
ProductAdapalene methyl esterHCID 1052646668.5%

Reaction Steps

In a 100 ml three-necked flask, are placed 1 g of 1-acetoxyadamantane and 50 ml of cyclohexane in a nitrogen environment. After total dissolution, 0.25 g of concentrated sulfuric acid is added drop by drop and 1 g of methyl 6-(4-methoxyphenyl)-2-naphthoate is added slowly. After leaving in vigorous agitation for 48 hours, 20 ml of denatured ethanol are added and the mixture is agitated for 2 hours. The solid obtained is filtered with sintered glass and washed abundantly with water until neutrality is reached. After drying at 30° C. for 24 hours in a vacuum oven, 1 g of desired raw product was obtained (Melting point: 221°-227° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05015758
Source datasetuspto-grants-1991_05
ORD IDord-f8a729500885415ab2d64ef7873f60ec
Source noteuspto-grants-1991_05