HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-Amino-3-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (4-Methoxy-benzyl)-(3-trifluoromethyl-pyridin-2-yl)-amine | HCID 29558569 | — |
| Solvent | Sulfuric Acid | HCID 1118 | — |
| Product | 2-Amino-3-(trifluoromethyl)pyridine | HCID 2760920 | 92% |
Reaction Steps
To conc. H2SO4 (230 mL) at 5° C. was dropwise added (4-methoxy-benzyl)-(3-trifluoromethyl-pyridin-2-yl)-amine (83.76 g, 297 mmol) keeping the internal temperature below 20° C. Stirring was continued at 23° C. for 30 min, poured onto ice, made alkaline with 32% NaOH-sol. (ca. 800 mL) [external ice cooling necessary!!!], saturated with solid NaCl, extracted twice with THF/TBME/DCM, dried over Na2SO4. Removal of the solvent in vacuum gave the product as a white solid (44.27 g, 92%). MS (ISP) 163.2 [(M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446113B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-dd493dbc953f4b8eb6992d8b8d36dce7 |
| Source note | uspto-grants-2008_11 |