HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1986179Generated: November 1, 2026
Potassium Cyanide → Tert-butyl 4-(cyanomethyl)-4-methylpiperidine-1-carboxylate
https://huagongshe.com/reaction/1986179
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 1-(Tert-butoxycarbonyl)-4-methyl-4-(methanesulfonyloxymethyl)piperidine | HCID 22248052 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Tert-butyl 4-(cyanomethyl)-4-methylpiperidine-1-carboxylate | HCID 66660780 | 77.2% |
Reaction Steps
To 4-methanesulfonyloxymethyl-4-methylpiperidine-1-carboxylic acid tert-butyl ester (0.440 g, 1.43 mmol) dissolved in DMSO (3 mL) is added potassium cyanide (0.373 g, 5.73 mmol). The mixture is heated to 130° C. for 18 hours. The reaction mixture is cooled and diluted with EtOAc and water. The organic layer is concentrated, taken up in MeOH and concentrated again to give the title compound as a brown oil (263 mg, 77% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07547691B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-846fb18cc1b44195a6abb937a7a8122b |
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| Source note | uspto-grants-2009_06 |
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