Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | HCID 10115897 | HCID 10115897 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 10275841 | HCID 10275841 | 70.8% |
Reaction Steps
To methyl [1-[2-[4-[N-(p-tolyl)-2-furancarboxamido]piperidin-1-yl]ethyl]cyclohexyl]acetate (0.5241 g) and lithium hydroxide monohydrate (0.94 g) were added 1,4-dioxane (20 mL) and water (5 mL). The resulting suspension was stirred at room temperature for 3 days. The reaction solution was brought to dryness and the residue was diluted with water. Acetic acid (1.0 mL) was then added to the solution and it was extracted with 25% ethanol/chloroform. The extract was dried over (MgSO4) and the solvent was distilled off under reduced pressure. The resulting residue was purified by chromatography (silica gel, 10% methanol/chloroform) to give the title compound (0.36 g), which was then converted to its hydrochloride by hydrochloric acid to give the title compound as a white solid (0.3805 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07375115B2 |
|---|
| Source dataset | uspto-grants-2008_05 |
|---|
| ORD ID | ord-4b56e594ccbb4a688a8c7a9ed1f0a70b |
|---|
| Source note | uspto-grants-2008_05 |
|---|