HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate → 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate | HCID 57936618 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Lithium Hydroxide | HCID 3939 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-(1-tert-Butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoic acid | HCID 11559684 | 86% |
Reaction Steps
The methyl 2-(1-tert-butoxycarbonylpiperidin-4-yloxy)-4-(methylthio)benzoate (504 mg, 1.32 mmol) was dissolved in a mixture of 1 M LiOH (2 mL), MeOH (2 mL), and THF (6 mL) and left to stir overnight. The mixture was concentrated in vacuo to remove MeOH and THF. The residue was diluted with dichloromethane (50 mL), washed with saturated aqueous citric acid (2×5 mL) and water (2×5 mL), dried over sodium sulfate, filtered, and concentrated to give the desired product as a yellow solid (417 mg, 1.13 mmol, 86%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700628B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-5d6468e30e044d7790b89bb39820351b |
| Source note | uspto-grants-2010_04 |