Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 86605891 | HCID 86605891 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 23076537 | HCID 23076537 | 95% |
Reaction Steps
A mixture of ethyl (E)-3-(3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-phenyl-1H-pyrazol-4-yl)-2-propenoate (800 mg), 1N aqueous sodium hydroxide solution (3 mL), tetrahydrofuran (10 mL) and ethanol (10 mL) was stirred at 60° C. for 5 hrs. 1N Hydrochloric acid (3 mL) was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The obtained colorless crystals were collected by filtration to give (E)-3-(3-{[3-methoxy-4-(5-methyl-2-phenyl-1,3-oxazol-4-ylmethoxy)benzyl]oxy}-1-phenyl-1H-pyrazol-4-yl)-2-propenoic acid (720 mg, yield 95%). The crystals were recrystallized from ethyl acetate-hexane. melting point: 188-189° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07368578B2 |
|---|
| Source dataset | uspto-grants-2008_05 |
|---|
| ORD ID | ord-0e77468bd9794c55b72381436d778575 |
|---|
| Source note | uspto-grants-2008_05 |
|---|