Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | HCID 20344013 | HCID 20344013 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20344004 | HCID 20344004 | — |
Reaction Steps
A mixture of 2.03 g of 4-ethylcarbonyl-4-(2-phenylthiophenyl)piperidine hydrochloride, Example 11, 1.3 g of β-bromoethylbenzene, 3 g of sodium bicarbonate and 2 g of potassium iodide in 15 ml of dimethylformamide is stirred at 70° C. for 16 hours. Thereafter, the mixture is permitted to cool before being diluted with 100 ml of water and 200 ml of ether. Layers separate and the ether solution is dried. The ether is evaporated off leaving a brownish oil which is purified by column chromatography (alumina column, ether eluant). The resulting product is converted to a crystalline hydrobromic acid salt which is recrystallized from an acetone-ether mixture to provide the product, 4-ethylcarbonyl-1-phenethyl-4-(2-phenylthiophenyl)piperidine hydrobromide.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04198419 |
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| Source dataset | uspto-grants-1980_04 |
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| ORD ID | ord-8d888b6bf04c40a39c5b9b05b759651e |
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| Source note | uspto-grants-1980_04 |
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