HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[2-Oxazol-2-yl-5-(thiophen-3-ylmethoxy)-phenoxy]-4-o-tolyl-butyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 54203548 | HCID 54203548 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 4-[2-Oxazol-2-yl-5-(thiophen-3-ylmethoxy)-phenoxy]-4-o-tolyl-butyric acid | HCID 10694804 | 53.1% |
Reaction Steps
A solution of ethyl (RS)-4-[2-(oxazol-2-yl)-5-(3-thienylmethoxy)phenoxy]-4-(2-methylphenyl)butanoate (140 mg) in methanol (25 mL) containing 10% w/v potassium carbonate (2 mL) is stirred at reflux for 2 hours. The reaction mixture is partitioned between 1 N HCl (50 mL) and ethyl acetate (50 mL) then the organic phase is washed with water (2×50 mL), dried over magnesium sulphate, filtered and concentrated under reduced pressure. Recrystallisation from cyclohexane/ethyl acetate gives (RS)-4-[2-(oxazol-2-yl)-5-(3-thienylmethoxy)phenoxy]-4-(2-methylphenyl)butanoic acid as a white solid (70 mg), m.p. 112-114° C. [Elemental analysis:- C,66.8, H, 5.16, N, 3.12%. Calculated:- C,66.5, H, 5.04, N, 3.01%]
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06211234B1 |
| Source dataset | uspto-grants-2001_04 |
| ORD ID | ord-d60fda16019f4d1583fd6fb2661541f1 |
| Source note | uspto-grants-2001_04 |