Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Lithium Hydroxide | HCID 3939 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | HCID 89585118 | HCID 89585118 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 89585116 | HCID 89585116 | 90.8% |
Reaction Steps
To a solution of methyl 2-methyl-4-(1-(piperidin-1-yl)ethyl)benzoate (283 mg, 1.1 mmol) in the mixture solution of tetrahydrofuran:methanol:water=3:1:1 (10 mL) was added lithium hydroxide (100 mg, 4.2 mmol). The mixture was stirred at room temperature for 2 hours. The suspension was concentrated in vacuo and quenched with hydrochloride acid aqueous (1N, 5 mL). To the residue was added water (50 mL). The mixture was extracted with dichloromethane (2*50 mL). The combined organic phase was separated, dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography (silica gel, petroleum ether/ethyl acetate=1:1) to give the product 2-methyl-4-(1-(piperidin-1-yl)ethyl)benzoic acid as pale solid (247 mg, 89%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09206128B2 |
|---|
| Source dataset | uspto-grants-2015_12 |
|---|
| ORD ID | ord-4e77e949bb4047adb45e07d44b648580 |
|---|
| Source note | uspto-grants-2015_12 |
|---|