HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric acid magnesium salt (1:1) → Tert-butyl 2-(1-tert-butylpiperidin-4-ylidene)hydrazinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric acid magnesium salt (1:1) | HCID 24083 | — |
| Reactant | tert-Butyl carbazate | HCID 70091 | — |
| Reactant | 1-tert-Butyl-4-piperidone | HCID 73840 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Tert-butyl 2-(1-tert-butylpiperidin-4-ylidene)hydrazinecarboxylate | HCID 48916874 | 84% |
Reaction Steps
To a solution of 1-tert-butylpiperidin-4-one (1.0 g, 6.5 mmol) in DCM (20 mL) was added MgSO4 (1.5 g, 13 mmol) and tert-butyl hydrazinecarboxylate (0.7 g, 5.3 mmol). The reaction mixture was heated to reflux overnight. The solid was filtered off and the filtrate was concentrated. The residue was purified by silica gel chromatography eluting with EtOAc/petroleum ether (1:20) to give tert-butyl 2-(1-tert-butylpiperidin-4-ylidene)hydrazinecarboxylate (1.2 g, 84% yield) as a colorless oil. LCMS (ESI) m/z: 270.3 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09090628B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-d7528fa5e41043f888fef843f40daa8b |
| Source note | uspto-grants-2015_07 |