Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 66990217 | HCID 66990217 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 58508681 | HCID 58508681 | 24.6% |
Reaction Steps
Dioxane (4.0 mL) and a 4 mol/L aqueous solution of sodium hydroxide (0.25 mL) were added to the obtained tert-butyl 2-(2-acetoxy-5-(piperidin-1-yl)benzamido)-4-(2-methoxyphenyl)benzoate (0.11 g), followed by stirring at 50 to 55° C. for 2 hours. The reaction mixture was cooled to room temperature, and a 10% aqueous solution of citric acid and ethyl acetate were added thereto. The organic layer was separated, washed with a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 95-60% hexane/ethyl acetate] to obtain 0.025 g of tert-butyl 2-(2-hydroxy-5-(piperidin-1-yl)benzamido)-4-(2-methoxyphenyl)benzoate as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492582B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-7f3898f21d75487c8d915205412fce88 |
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| Source note | uspto-grants-2013_07 |
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