HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[2-[3-Methoxy-4-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 2-[2-[3-Methoxy-4-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridyl]acetonitrile | HCID 68883876 | — |
| Product | 2-[2-[3-Methoxy-4-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridyl]acetic acid | HCID 68884833 | 65% |
Reaction Steps
A mixture of 2-[2-[3-methoxy-4-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridyl]acetonitrile (350 mg), ethanol (5 mL) and a 4N aqueous potassium hydroxide solution (5 mL) was heated under reflux for 4 hrs. Water was added to the reaction mixture, and the reaction mixture was neutralized with 2N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated to give crystals (236 mg, 65%) of 2-[2-[3-methoxy-4-[(2-phenyl-5-methyl-4-oxazolyl)methoxy]benzyloxy]-3-pyridyl]acetic acid. The crystals were recrystallized from ethyl acetate-hexane to give colorless prism crystals. melting point: 145-146° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238716B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-bb84c76256d84268bf9579a1c3544f47 |
| Source note | uspto-grants-2007_07 |