HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → {4-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-acetic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Benzeneacetic acid, 4-hydroxy-, methyl ester | HCID 518900 | — |
| Reactant | 4-Butyl-5-chloromethyl-2-(4-trifluoromethyl-phenyl)-thiazole | HCID 23089395 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {4-[4-Butyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-ylmethoxy]-phenyl}-acetic acid methyl ester | HCID 57804319 | 75.4% |
Reaction Steps
To a solution of 4-butyl-5-chloromethyl-2-(4-trifluoromethyl-phenyl)-thiazole (278 mg, 0.83 mmol) in anhydrous DMF (5 mL) add cesium carbonate (297 mg, 1.66 mmol) and methyl 4-hydroxyphenylacetate (200 mg, 1.20 mmol). Stir the resulting mixture overnight then pour into water and extract twice with ethyl acetate. Wash the combined extracts with water, dry over MgSO4, filter and concentrate under vacuum to give the title compound (290 mg) as a yellowish solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576109B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-9d9b7f8c25074795b24e7adc8d2acead |
| Source note | uspto-grants-2009_08 |