HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-Methoxy-3-(4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)naphthalen-1-yl)propanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Methoxy-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-naphthalen-1-yl}-propionic acid ethyl ester | HCID 69557442 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | 2-Methoxy-3-(4-(2-(5-methyl-2-phenyloxazol-4-yl)ethoxy)naphthalen-1-yl)propanoic acid | HCID 18003446 | 59.1% |
Reaction Steps
0.137 g of 2-Methoxy-3-{4-[2-(5-methyl-2-phenyl-oxazol-4-yl)-ethoxy]-naphthalen-1-yl}-propionic acid ethyl ester (0.298 mmol) was dissolved in 2 ml of THF/EtOH=1/1 and treated with 0.745 ml of 2N NaOH. The reaction mixture was kept for 24 h at ambient temperature and then quenched by pouring onto crashed ice/HCl. Twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents left a crude product, which was purified by twofold crystallisation from AcOEt/hexane to yield 0.076 g of the title compound as a white solid, mp.128-130°.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06642389B2 |
| Source dataset | uspto-grants-2003_11 |
| ORD ID | ord-7f556134d3ce45278259cfee1a770e44 |
| Source note | uspto-grants-2003_11 |