HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → Adapalene methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Cyclohexane | HCID 8078 | — |
| Reactant | 1-Adamantyl acetate | HCID 519973 | — |
| Reactant | Methyl 6-(4-methoxyphenyl)-2-naphthoate | HCID 19834503 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | Adapalene methyl ester | HCID 10526466 | 68.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05015758 |
| Source dataset | uspto-grants-1991_05 |
| ORD ID | ord-f8a729500885415ab2d64ef7873f60ec |
| Source note | uspto-grants-1991_05 |