Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Cyanoacetamide | HCID 7898 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | HCID 89407569 | HCID 89407569 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178423777 | HCID 178423777 | 13.8% |
Reaction Steps
To a solution of 3,3-dimethyl-2-oxocyclopentanecarbaldehyde sodium salt (5 g, 30.9 mmol) in water (10 mL) was added cyanoacetamide (2.5 g, 30.9 mmol), piperidine (2.6 g, 30.9 mmol in 10 mL water) and acetic acid (1 mL) in that order. The reaction mixture was stirred at 100° C. for about 26 h and then cooled to a temperature of about 20-35° C. The reaction mass was adjusted to pH value of about 6 and was then filtered off to obtain a crude product. The crude product was purified by column chromatography (60-120 mesh silica gel) with 10% ethyl acetate in petroleum ether as the eluent to obtain the desired product as a brown liquid (0.8 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09351969B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-8dbee78cffb24c63b593a2104a013473 |
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| Source note | uspto-grants-2016_05 |
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