HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 4-Bromo-2-(piperidin-1-yl)benzaldehyde
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromo-2-fluorobenzaldehyde | HCID 143517 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-Bromo-2-(piperidin-1-yl)benzaldehyde | HCID 22171590 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 4-bromo-2-fluorobenzaldehyde (3.0 g), piperidine (2.93 ml) and potassium carbonate (5.11 g) in N,N-dimethylformamide (30 ml) was stirred at 100° C. for 12 hours. The mixture was cooled to room temperature. The mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water, saturated aqueous ammonium chloride solution and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=9/1) to give 4-bromo-2-(1-piperidinyl)benzaldehyde (3.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037938B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-7ffed40fb3c5428483a2ba54b9afbad7 |
| Source note | uspto-grants-2006_05 |