HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 4-[Bis(4-fluorophenyl)methylene]-1-(phenylmethyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | alpha,alpha-Bis(4-fluorophenyl)-1-(phenylmethyl)-4-piperidinemethanol | HCID 13519964 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 4-[Bis(4-fluorophenyl)methylene]-1-(phenylmethyl)piperidine | HCID 13519965 | — |
Reaction Steps
A mixture of 40 parts of α,α-bis(4-fluorophenyl)-1-(phenylmethyl)-4-piperidinemethanol, 120 parts of a hydrochloric acid solution and 50 parts of acetic acid was stirred and refluxed for 2 hours. The reaction mixture was cooled and water and methylbenzene were added: three layers were obtained. The two supernatant phases were separated and treated with ammonium hydroxide. The organic phase was separated, dried, filtered and evaporated. The residue was crystallized from 2,2'-oxybispropane, yielding 26 parts of 4-[bis(4-fluorophenyl)methylene]-1-(phenylmethyl)piperidine (intermediate 13).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04485107 |
| Source dataset | uspto-grants-1984_11 |
| ORD ID | ord-8569a6666cd2464ab06aa3912b9540d6 |
| Source note | uspto-grants-1984_11 |