Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 57589071 | HCID 57589071 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 10076286 | HCID 10076286 | 87.9% |
Reaction Steps
Absolution of 10.4 g of methyl 1-[2-{3-[4-(3-cyclohexylpropoxy)phenyl]propoxy}-5-(methoxycarbonyl)benzoyl]piperidine-4-carboxylate in a mixture of 160 ml of THF and 160 ml of methanol is mixed with 160 ml of 2 molar sodium hydroxide solution and stirred at a temperature of 60° C. for 1 hour. The organic solvents are then removed as far as possible in a rotary evaporator. 165 ml of 2 molar hydrochloric acid are added to the remaining aqueous solution with stirring. A precipitate separates out. Precipitation is completed by stirring at 0° C. The precipitate is filtered off with suction and washed with water. The crude product is purified by recrystallization from a solvent mixture composed of 250 ml of acetone and 200 ml of water. 8.7 g of a solid are obtained and are again heated to reflux in a mixture of 300 ml of water and 100 ml of acetone for 6 hours. Cooling to 0° C., filtration, washing with water and drying result in 8.6 g of a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07498460B2 |
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| Source dataset | uspto-grants-2009_03 |
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| ORD ID | ord-2aa9e34625c8478d9224be26a4d12629 |
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| Source note | uspto-grants-2009_03 |
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