HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → 2-Hydroxy-5-(piperidin-1-yl)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Benzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoate | HCID 66990101 | — |
| Catalyst | HCID 178418390 | HCID 178418390 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | 2-Hydroxy-5-(piperidin-1-yl)benzoic acid | HCID 66990745 | 90.7% |
Reaction Steps
To a solution mixture of the obtained benzyl 2-(benzyloxy)-5-(piperidin-1-yl)benzoate (2.2 g) in dioxane (11 mL), ethyl acetate (17 mL), and methanol (5.5 mL), 10% palladium-carbon (1.1 g) was added, followed by stirring under a hydrogen atmosphere at room temperature for 2 hours. Tetrahydrofuran was added to the reaction mixture, and the insoluble substance was removed by filtration. The solvent was evaporated under reduced pressure. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 1.1 g of 2-hydroxy-5-(piperidin-1-yl)benzoic acid as a light yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492582B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-062839a6232143e1a3c64be6f3b0275a |
| Source note | uspto-grants-2013_07 |