HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 1,1-Dimethylethyl 4-[4-(cyclopropylmethyl)-1-piperazinyl]-1-piperidinecarboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Cyclopropanecarboxaldehyde | HCID 123114 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 686298-02-2 | HCID 68579096 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1,1-Dimethylethyl 4-[4-(cyclopropylmethyl)-1-piperazinyl]-1-piperidinecarboxylate | HCID 68579171 | — |
Reaction Steps
1.26 g (20.0 mmol) sodium cyanoborohydride was added batchwise at RT to a stirred mixture of 1.71 g (5.0 mmol) tert-butyl 4-piperazin-1-yl-piperidine-1-carboxylate dihydrochloride, 0.75 mL (10.0 mmol) cyclopropanecarbaldehyde, 30 mL EtOH and 20 mL MeOH and stirred overnight at RT. The reaction mixture was evaporated down under reduced pressure, the residue was taken up in saturated NaHCO3 solution and extracted erschöpfend with EtOAc. The combined organic phases were dried over Na2SO4, suction filtered, evaporated down under reduced pressure and purified by column chromatography over silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07700589B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-f579dbfad8154c16a7b450bf481f9d30 |
| Source note | uspto-grants-2010_04 |