Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 66990556 | HCID 66990556 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 66990773 | HCID 66990773 | 92.5% |
Reaction Steps
A 4 mol/L aqueous solution of sodium hydroxide (0.47 mL) was added to a dioxane (5.0 mL) solution of the obtained tert-butyl 2-(4-acetoxy-2-(benzyloxy)benzamido)-4-phenylbenzoate (0.34 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 (15 mL) 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. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 0.29 g of tert-butyl 2-(2-(benzyloxy)-4-hydroxybenzamido)-4-phenylbenzoate as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08492582B2 |
|---|
| Source dataset | uspto-grants-2013_07 |
|---|
| ORD ID | ord-30c93146954944c78858e063ed0181a7 |
|---|
| Source note | uspto-grants-2013_07 |
|---|