Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclopentanone | HCID 8452 | — |
| Reactant | Trimethylsilyl cyanide | HCID 82115 | — |
| Reactant | HCID 12547487 | HCID 12547487 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 57672608 | HCID 57672608 | 102.3% |
Reaction Steps
A mixture of 4-(4-Aminophenyl)butanenitrile (97) (52 mg, 0.27 mmol), cyclopentanone (0.07 mL, 0.55 mmol) and TMSCN (0.05 mL, 0.55 mmol) was heated to 80° C. and stirred for 13 h. To the medium was added ethyl acetate (2×20 mL) and then washed with water (2×20 mL). The organic layer was dried over MgSO4, concentrated and the residue was purified with silica gel column chromatography (hexane:ethyl acetate, 1:1) to give 4-[4-(1-Cyanocyclopentyl amino)phenyl]butanenitrile (93) (70 mg, quant.) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08680291B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-00751c64cc8447f69d6bafea79bd9853 |
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| Source note | uspto-grants-2014_03 |
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