Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-(4-Fluorobenzoyl)propyl chloride | HCID 19750 | — |
| Reactant | HCID 14198541 | HCID 14198541 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 14198563 | HCID 14198563 | — |
Reaction Steps
7.5 Mmol (1.79 g) of 1-benzo[b]furan-7-yl-piperazine HCl, together with 9.1 mmol (1.82 g) of 1-chloro-3-(4-fluorobenzoyl)-propane, 20 mmol (2.80 g) of potassium carbonate and a catalytic quantity (approximately 100 mg) of sodium iodide as a suspension in 50 ml of methyl ethyl ketone, was heated with thorough stirring so that the solvent refluxes. After stirring for 16 hours, 9.1 mmol of 1-chloro-3-(4-fluorobenzoyl)propane and 20 mmol of potassium carbonate were added again. After stirring for another 16 hours at reflux temperature, cooling, filtering and evaporating to dryness in vacuo were carried out. The residue was chromatographed on silica gel with ethyl acetate as an eluent. After evaporating the fractions which comprised the desired product, material was obtained which was converted into the title compound via treatment with 1 equivalent of a HCl solution in ethyl acetate.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04782061 |
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| Source dataset | uspto-grants-1988_11 |
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| ORD ID | ord-382e6d87adc549fc93e19f736529c4c3 |
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| Source note | uspto-grants-1988_11 |
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