Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | HCID 19806885 | HCID 19806885 | — |
| Reactant | HCID 86742524 | HCID 86742524 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethylacetate methanol | HCID 21584119 | — |
| Product | HCID 14257841 | HCID 14257841 | — |
Reaction Steps
(4-Methylphenyl)[1-(2-phenylethyl)-4-piperidinyl -methanone HCl. A mixture containing 4-(methylphenyl)(4-piperidinyl)methanone (10.5 g, 0.052 mol), 2-bromoethyl benzene (11.1 g, 0.06 mol, 8.2 ml) in dry DMF 125 ml was stirred at 100° C. for 23 h. The cooled reaction mixture was poured into H2O (600 ml) and extracted with toluene (4×200 ml). The extracts were washed with H2O (2×100 ml) saturated aqueous NaCl (100 ml) and dried over MgSO4. The mixture was filtered and the filtrate concentrated to a solid residue which was dissolved in dry Et2O and filtered. The filtrate was treated with a solution of HCl (0.052 mol) in CH3OH/EtOAc (9:20, 29 ml . The mixture was cooled and filtered to give a light tan powder. The solid was recrystalized twice from EtOH/Et2O to give (4-methylphenyl)[1-(2-phenylethyl)-4-piperidinyl]-methanone hydrochloride, which contains 0.4 mol of water of hydration and melts at 261°-263° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04783471 |
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| Source dataset | uspto-grants-1988_11 |
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| ORD ID | ord-4936d43f8c4641dbbb5c45bd4aa4245a |
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| Source note | uspto-grants-1988_11 |
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