Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | 4-(4-Chlorophenyl)-4-hydroxypiperidine | HCID 38282 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3-(3-Chloropropyl)-6-fluorobenzo[d]isoxazole | HCID 10910880 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 13207818 | HCID 13207818 | 66.1% |
Reaction Steps
To 30 ml of dry dimethylformamide was added 3.0 g of 4-(4-chlorophenyl)-4-hydroxypiperidine, 2.99 g of 3-(3-chloropropyl)-6-fluoro-1,2-benzisoxazole, 8.0 g of sodium bicarbonate, and a crystal of potassium iodide. After stirring at 90° C. for one hr, the mixture was evaporated to an oil. The oil was stirred with 100 ml of water for five mins, and then extracted with ether. The ether solution was washed with water (2×), saturated sodium chloride solution and dried over anhydrous magnesium sulfate. After filtering, the solvent was evaporated. Recrystallization of the residue from ethyl ether gave 3.6 g of product, mp 142°-145° C. The analytical sample was obtained by recrystallization from ethyl and had mp 148°-150° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04416887 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-ef2d767bfcef4273b6d16cc4e5da7f66 |
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| Source note | uspto-grants-1983_11 |
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