Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | HCID 57879499 | HCID 57879499 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57879382 | HCID 57879382 | — |
Reaction Steps
0.094 mL of 2.0 mol/L aqueous sodium hydroxide was added to a mixed solution of 1.5 mL of dioxane and 1.5 mL of methanol containing 50 mg of methyl 2-(benzamido)-4-(1-methyl-1H-indol-5-yloxy)benzoate at room temperature, stirred at 50° C. for 1 hour, and 0.031 mL of 2.0 mol/L aqueous sodium hydroxide was added at the same temperature and then stirred at 50° C. for 30 minutes. After the reaction mixture was cooled to room temperature, water was added and pH was adjusted to pH 3.5 with 1.0 mol/L hydrochloric acid and ethyl acetate was added. The organic layer was separated and dried over anhydrous magnesium sulfate after washed with water and a saturated sodium chloride aqueous solution sequentially, and the solvent was evaporated under reduced pressure. Hexane was added to the obtained residue and a solid substance was separated by filtration to obtain 37 mg of 2-(benzamido)-4-(1-methyl-1H-indol-5-yloxy)benzoic acid as white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07999132B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-728f6bc2f8764c59a1842267cca7f9c7 |
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| Source note | uspto-grants-2011_08 |
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