Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 53814216 | HCID 53814216 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Butyl ether | HCID 8909 | — |
| Product | HCID 15115297 | HCID 15115297 | — |
Reaction Steps
To a suspension of sodium cyanide (34.3 g, 0.7 mol) in glacial acetic acid (500 ml) and n-butylether (100 ml) at 0° C. was added portionwise concentrated sulphuric acid (200 ml). The ice bath was removed and a solution of 1-(3-nitro-phenyl)-2-phenyl-1-propene (prepared from [(3-nitrophenyl)methylene]triphenylphosphorane and acetophenone, 0.5mol) in n-butylether (100 ml) was added dropwise over a period of 2 hours, then the mixture stirred for 48 hours. The mixture was poured into 1000 ml ice, and extracted with chloroform. The extracts were washed with water, dried and evaporated to a solid residue which was stirred with hexane (500 ml), filtered and dried to give N-formyl-1-(3-nitrophenyl)-2-phenyl-2-propylamine. This was treated with fumaric acid in ethyl acetate/isopropanol to give the title compound in 97% yield. Mp 234°-235° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05539120 |
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| Source dataset | uspto-grants-1996_07 |
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| ORD ID | ord-e52f60f8259244e4b94658f20b229e05 |
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| Source note | uspto-grants-1996_07 |
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