HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 18801617, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| Reactant | 2-Bromo-5-(trifluoromethyl)pyridine | HCID 2736434 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18801617 | HCID 18801617 | 79.9% |
Reaction Steps
To a dimethylformamide (1.0 mL) solution of 3-hydroxy-benzoic acid methyl ester (183 mg, 1.2 mmol) was added potassium t-butoxide (147 mg, 1.2 mmol). Upon stirring the reaction at room temperature for 15 min, 2-bromo-5-trifluoromethyl-pyridine (300 mg, 1.32 mmol) was added. The reaction was stirred at room temperature for 15 h. Crude reaction mass was added to water, aqueous layer was acidified to pH 4.0 and product was extracted with ethyl acetate to give 3-(5-trifluoromethyl-pyridin-2-yloxy)-benzoic acid methyl ester (285 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08927549B2 |
| Source dataset | uspto-grants-2015_01 |
| ORD ID | ord-9ee079b8cce74ebeba854fb91f16b41d |
| Source note | uspto-grants-2015_01 |