HuagongsheHuagongshe Chemistry Print Report · For research reference only
(+-)-2-Butanol → 3-(2-sec-Butoxy-6-trifluoromethyl-pyridin-3-yl)-acrylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (+-)-2-Butanol | HCID 6568 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 3-(2-Chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acid | HCID 72335632 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 3-(2-sec-Butoxy-6-trifluoromethyl-pyridin-3-yl)-acrylic acid | HCID 68780684 | 67.6% |
Reaction Steps
2-Butanol (70.1 mg, 0.945 mmol) and sodium hydride (70 mg, 1.8 mmol) were added in DMF. The reaction mixture was stirred for 10 mins and then 3-(2-chloro-6-trifluoromethyl-pyridin-3-yl)-acrylic acid (67 mg, 0.266 mmol) was added into the reaction mixture. The reaction mixture was diluted with EtOAc, and washed with water and brine. The organic layer was dried over anhydrous MgSO4 and concentrated under reduced pressure. The resulting residue was purified by column chromatography (Hex/EtOAc=1/1) to give the title product (52 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07858621B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-e8d9734e308d47bca8f2e719909c9614 |
| Source note | uspto-grants-2010_12 |