Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phenyl-piperidin-4-yl-methanol | HCID 339086 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | MDL 11,939 | HCID 71781 | — |
Reaction Steps
A mixture of alpha-phenyl-4-piperidinemethanol (1.5 g, 7.8 mmol), 2-bromoethyl benzene (1.1 ml, 8.0 mmol) and potassium carbonate (1.1 g, 8.0 mmol) in dry DMF (20 ml) was heated at 80° C. over the weekend (60 h). The excess DMF was distilled off at reduced pressure and the residue was dissolved in ethyl acetate. The organic phase was washed with H2O (3×100 ml), saturated aqueous NaCl (1×100 ml), dried (MgSO4), filtered and evaporated to give a pale yellow oil which eventually crystallized. After recrystallization from ethyl acetate-hexane, a white crystalline solid was obtained, mp 125°-128° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04912117 |
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| Source dataset | uspto-grants-1990_03 |
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| ORD ID | ord-65eef31d536b4530b934be45021cdba8 |
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| Source note | uspto-grants-1990_03 |
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