HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[2,4-Bis(trifluoromethyl)phenyl]piperidine-4-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | {1-[2,4-Bis(trifluoromethyl)phenyl]piperidin-4-yl}methanol | HCID 86678761 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-[2,4-Bis(trifluoromethyl)phenyl]piperidine-4-carbaldehyde | HCID 86678762 | 66.8% |
Reaction Steps
To a solution of {1-[2,4-bis(trifluoromethyl)phenyl]piperidin-4-yl}methanol (2.41 g) and triethylamine (3.08 mL) in dimethyl sulfoxide (30 mL) was added sulfur trioxide pyridine complex (3.52 g), and the mixture was stirred at room temperature for 1 hr. To the reaction mixture were added saturated aqueous sodium hydrogen carbonate solution and ethyl acetate, 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 (1.60 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772277B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-fe0a1436ee6d488e971a297b926fb58b |
| Source note | uspto-grants-2014_07 |