HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → HCID 70873664, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-(Bromomethyl)-4-(trifluoromethyl)benzene | HCID 123062 | — |
| Reactant | tert-Butyl 4-(4-hydroxybenzyl)piperidine-1-carboxylate | HCID 68225397 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 70873664 | HCID 70873664 | 96.3% |
Reaction Steps
tert-Butyl 4-(4-hydroxybenzyl)piperidine-1-carboxylate (1.78 g, 6.1 mmol), potassium carbonate (1.27 g, 9.2 mmol), N,N-dimethylformamide (18 ml) and 4-(trifluoromethyl)benzylbromide (1.75 g, 7.3 mmol) were mixed and stirred at room temperature overnight. The reaction mixture was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and then concentrated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0→60:40) to afford the title compound as a colorless powder (2.64 g, 96%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09051333B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-b83bcfe0e3384e58b9f5b787584cd15f |
| Source note | uspto-grants-2015_06 |