Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Ammonium Hydroxide | HCID 14923 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 18931290 | HCID 18931290 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 18931291 | HCID 18931291 | 72.8% |
Reaction Steps
A mixture of 1-[5-(5-chloro-2-methoxyphenyl)-5,5-ethylenedioxypentyl]-4-piperidone (6.62 g, 18 mmol), potassium cyanide (1.4 g, 35.8 mmol), ammonium chloride (2.46 g, 37 mmol), ammonium hydroxide (14M, 4 mL, 56 mmol), water (25 mL) and methanol (120 mL) was heated 2 hours with stirring at approximately 25° C. and then 5 hours at 60° C. The mixture was concentrated and the residue was dissolved in ethyl acetate. The solution was washed with water (3×) and brine (1×), dried (MgSO4) and concentrated to give 4-amino-1-[5-(5-chloro-2-methoxyphenyl)-5,5-ethylenedioxypentyl]piperidine-4-carbonitrile (5.2 g, 13.1 mmol).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05739336 |
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| Source dataset | uspto-grants-1998_04 |
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| ORD ID | ord-6ec8c95eb68941d7a7bc69262c57e715 |
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| Source note | uspto-grants-1998_04 |
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