Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Hydrogen Cyanide | HCID 768 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | Ammonium Carbonate | HCID 517111 | — |
| Reactant | HCID 14639617 | HCID 14639617 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67177917 | HCID 67177917 | — |
Reaction Steps
To a stirred suspension of 3,3-dimethyl-4-phenyl-butyraldehyde (2.46 g; CAS 15674-36-9) at r.t. in ethanol (25 ml) under an argon atmosphere were added H2O (25 ml), ammonium carbonate (6.71 g) and NaCN (0.82 g). The mixture was heated to 60° C. (internal temperature), and stirring was continued for 17 h. The mixture was cooled to 0° C. The reactor was equiped with a 4 N NaOH trap in order to trap the evolving HCN. 3 N HCl (25 ml) was added dropwise for 10 min (temperature of the reaction mixture not over 9° C. during the addition). When addition was complete, a stream of air was passed through the reaction mixture (still kept in an ice bath) for 30 min in order to ensure complete removal of HCN. The product was collected by filtration, washed with plenty of H2O and cyclohexane and dried to give (RS)-5-(2,2-dimethyl-3-phenyl-propyl)-imidazolidine-2,4-dione (2.05 g) as off-white powder. MS (ISN): 245.2 ([M−H]−))
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08357712B2 |
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| Source dataset | uspto-grants-2013_01 |
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| ORD ID | ord-145b9f947e204dda9b1015a45856a207 |
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| Source note | uspto-grants-2013_01 |
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