HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-[2,4-Bis(trifluoromethyl)benzyl]azetidine-3-carbaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | {1-[2,4-Bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol | HCID 86678675 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | 1-[2,4-Bis(trifluoromethyl)benzyl]azetidine-3-carbaldehyde | HCID 86678676 | 65% |
Reaction Steps
To a solution of {1-[2,4-bis(trifluoromethyl)benzyl]azetidin-3-yl}methanol (313 mg) and triethylamine (607 mg) in DMSO (5 mL) was added sulfur trioxide pyridine complex (477 mg) at room temperature. The reaction mixture was stirred at room temperature overnight. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution at room temperature, and the mixture was extracted with ethyl acetate. The extract was 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 (202 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08772277B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-56829e402d7247798566fb5f33dcdbac |
| Source note | uspto-grants-2014_07 |