HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-[(4-Fluorophenyl)[(4-fluorophenyl)amino]methyl]-alpha-(phenoxymethyl)-1-piperidineethanol dihydrochloride hemihydrate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenyl glycidyl ether | HCID 31217 | — |
| Reactant | N,alpha-bis(4-fluorophenyl)-4-piperidinemethanamine | HCID 19771957 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 4-[(4-Fluorophenyl)[(4-fluorophenyl)amino]methyl]-alpha-(phenoxymethyl)-1-piperidineethanol dihydrochloride hemihydrate | HCID 131717840 | 53% |
Reaction Steps
A mixture of 3.41 g (11.3 mmol) of the N,α-bis(4-fluorophenyl)-4-piperidinemethanamine and 2.20 g (14.7 mmol) of 1,2-epoxy-3-phenoxypropane in 400 mL of acetonitrile was heated at reflux for 46 h. The solvent was removed in vacuo, and the residue was subjected to flash chromatography (silica gel, eluted with 3% CH3OH in CH2Cl2) to give an oil. This was converted to the HCl salt, and the salt was recrystallized from CH3OH-ether to give give 3.20 g (53%) of a crystalline white solid, mp 229°-232° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05198449 |
| Source dataset | uspto-grants-1993_03 |
| ORD ID | ord-eec900594e8548db9e56dd7b014ff32e |
| Source note | uspto-grants-1993_03 |