HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-[2-[[3-[(5-Methyl-2-phenyl-4-oxazolyl)methoxy]-5-isoxazolyl]methoxy]-3-pyridyl]acetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-[2-[[3-[(5-Methyl-2-phenyl-4-oxazolyl)methoxy]-5-isoxazolyl]methoxy]-3-pyridyl]acetonitrile | HCID 68885620 | — |
| Product | 2-[2-[[3-[(5-Methyl-2-phenyl-4-oxazolyl)methoxy]-5-isoxazolyl]methoxy]-3-pyridyl]acetic acid | HCID 68887356 | 77% |
Reaction Steps
A mixture of 2-[2-[[3-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]-5-isoxazolyl]methoxy]-3-pyridyl]acetonitrile (1.02 g), a 2N aqueous sodium hydroxide solution (10 mL) and ethanol (20 mL) was heated under reflux for 5 hrs. Water was added to the reaction mixture, and the mixture was neutralized with 2N hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with water, dried over anhydrous magnesium sulfate and concentrated to give crystals (820 mg, 77%) of 2-[2-[[3-[(5-methyl-2-phenyl-4-oxazolyl)methoxy]-5-isoxazolyl]methoxy]-3-pyridyl]acetic acid. Recrystallization from ethyl acetate-isopropyl ether gave colorless needle crystals. melting point: 129-130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07238716B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-0061a7def0da4919965cc2cce1fcf017 |
| Source note | uspto-grants-2007_07 |