HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2E)-3-[6-(Trifluoromethyl)pyridin-3-yl]prop-2-enoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59526503 | HCID 59526503 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | (2E)-3-[6-(Trifluoromethyl)pyridin-3-yl]prop-2-enoic acid | HCID 5709645 | 91.7% |
Reaction Steps
To a solution of (E)-ethyl-3-(6-(trifluoromethyl)pyridin-3-yl)acrylate (2.65 g, 10.8 mmol) in THF/EtOH (1/1, 20 mL) was added 2.28 M NaOH (aq.) (14.2 mL) at rt. The reaction mixture was stirred at rt for 4 h and was then neutralized by adding 1M HCl(aq.). The water-phase was extracted with CH2Cl2/MeOH 9/1 (5×20 mL), the combined organics dried (MgSO4), filtered and evaporated to give the title compound (2.15 g, 9.90 mmol, 91%) as an off white solid. This material was used directly in the next step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318768B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-496c0e5c594c4f10be15ef074dae5a98 |
| Source note | uspto-grants-2012_11 |