HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(Hydroxymethyl)-4-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | [4-(Trifluoromethyl)pyridin-2-yl]methyl acetate | HCID 14761451 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | 2-(Hydroxymethyl)-4-(trifluoromethyl)pyridine | HCID 14761459 | 60% |
Reaction Steps
To a solution of [4-(trifluoromethyl)pyridin-2-yl]methyl acetate (1.0 g, 3.2 mmol) in methanol (10 mL) was added a 1.0 M solution of sodium hydroxide in water (10 mL). After being stirred at room temperature overnight, the solution was diluted with 20 mL of water and extracted with EtOAc twice. The combined organic layers were dried (MgSO4) and concentrated under vacuum. Chromatography on silica gel eluting with hexanes/EtOAc (1:1) afforded the title compound (0.34 g) as a clear oil. MS (M+H) 178.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07576089B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-0c404cfbe6894741a43fa89890001780 |
| Source note | uspto-grants-2009_08 |