Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrogen Cyanide | HCID 768 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Ammonium Carbonate | HCID 517111 | — |
| Reactant | HCID 57554643 | HCID 57554643 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57554771 | HCID 57554771 | 54.3% |
Reaction Steps
5-(4-octylphenyl)dihydrofuran-3(2H)-one (0.8 g, 2.92 mmol) and ammonium carbonate (1.037 g, 13.12 mmol) (Aldrich) were combined in ethanol (12.05 ml) and water (12.05 ml). Potassium cyanide (0.209 g, 3.21 mmol) (Fluka) was added and the reaction heated at about 80° C. for about 16 h. Cool the reaction and add concentrated HCl until acidic (caution for HCN gas formation). The precipitate was collected by vacuum filtration and washed with water. It was suspended in methylene chloride, filtered, and washed with methylene chloride to provide 8-(4-octylphenyl)-7-oxa-1,3-diazaspiro[4.4]nonane-2,4-dione (0.545 g, 1.582 mmol, 54.3% yield) as a white solid:
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08217027B2 |
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| Source dataset | uspto-grants-2012_07 |
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| ORD ID | ord-4b64a9c67fe1476bb3ca1adb149709a4 |
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| Source note | uspto-grants-2012_07 |
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