Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(4-Fluorobenzoyl)propyl chloride | HCID 19750 | — |
| Reactant | 8-Ethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole | HCID 12527876 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | HCID 12527921 | HCID 12527921 | — |
Reaction Steps
To methyl ethyl ketone (120 ml) are added 8-ethyl-2,3,4,4a,5,9b-hexahydro-1H-pyrido[4,3-b]indole (9 g), γ-(p-fluorobenzoyl)propyl chloride (12 g), potassium carbonate (12 g) and potassium iodide (11 g), and the mixture is refluxed with stirring for 9 hours. After cooling, the insoluble materials are filtered off and the filtrate is concentrated. The resulting residue is dissolved in a dilute hydrochloric acid and the solution is washed with benzene. The dilute hydrochloric acid layer is made alkaline with aqueous ammonia and extracted with benzene. The benzene layer is dried over anhydrous sodium sulfate and concentrated. The resulting residue is treated with ethanolic hydrochloric acid in the same manner as described in Example 1 (1) to give the dihydrochloride of the titled compound (12 g), m.p. 192° - 195°C (recrystallized from aqueous ethanol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US03983239 |
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| Source dataset | uspto-grants-1976_09 |
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| ORD ID | ord-4c2c3d78dfa249f0b175e1c4d807cc84 |
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| Source note | uspto-grants-1976_09 |
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