HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → [4-(Chloromethyl)phenyl](piperidin-1-yl)methanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | [4-(Piperidine-1-carbonyl)phenyl]methanol | HCID 11644226 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | [4-(Chloromethyl)phenyl](piperidin-1-yl)methanone | HCID 16637309 | 92% |
Reaction Steps
The alcohol (6.97 mmol) of the preceding paragraph was dissolved in 15 mL CHCl3, followed by the addition of 0.66 mL thionyl chloride. The solution was refluxed for 1 hour and then allowed to stand at room temperature overnight. The volume was then reduced by 50% on a rotary evaporator and the solution was diluted with CCl4 and petroleum ether to induce crystallization. The product 1-(4'-chloromethylbenzoyl)piperidine was isolated in 92% yield and had a melting point of 106°-108° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05783587 |
| Source dataset | uspto-grants-1998_07 |
| ORD ID | ord-49cfd154d3824878a2f3ae8a0fbd215b |
| Source note | uspto-grants-1998_07 |