HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → {1-[2,4-Bis(trifluoromethyl)benzyl]pyrrolidin-3-yl}methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 2,4-Bis(trifluoromethyl)benzyl bromide | HCID 518871 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | (Pyrrolidin-3-yl)methanol hydrochloride | HCID 23080030 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | {1-[2,4-Bis(trifluoromethyl)benzyl]pyrrolidin-3-yl}methanol | HCID 86678748 | 64.3% |
Reaction Steps
To a solution of 1-(bromomethyl)-2,4-bis(trifluoromethyl)benzene (7.29 g) in N,N-dimethylformamide (10 mL) were added pyrrolidin-3-ylmethanol hydrochloride (4.9 g) and potassium carbonate (9.84 g), and the mixture was stirred at room temperature for 3 hr. Water/ethyl acetate were added to the reaction mixture, and the organic layer was separated, washed with water and saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (5.00 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772277B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-2a640e1372d14c3cbf9783f18e90b896 |
| Source note | uspto-grants-2014_07 |