HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → HCID 15279351, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | 1,4-Dioxaspiro[4.5]decan-8-one | HCID 567415 | — |
| Reactant | HCID 18427326 | HCID 18427326 | — |
| Reactant | HCID 86750219 | HCID 86750219 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Nickel | HCID 935 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 15279351 | HCID 15279351 | — |
Reaction Steps
26.7 g (0.18 mol) of 4-isobutylidenecyclohexanone (prepared with isobutyltriphenylphosphonium bromide/sodium hydride and cyclohexane-1,4-dione monoethylene ketal in DMSO, followed by hydrolysis of the ketal) in 200 ml of ammonia-saturated methanol was subjected to reductive amination at 100° C. at a hydrogen pressure of 100 bar in the presence of 6 g of Raney nickel. After the catalyst had been removed by filtration and the methanol had been stripped off, the crude product was distilled on a thin-layer evaporator (135° C./0.6 bar). 16.5 g (61% of theory) of a pale yellow oil were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05595992 |
| Source dataset | uspto-grants-1997_01 |
| ORD ID | ord-2b6c2babaed749d8a82232224acd71fe |
| Source note | uspto-grants-1997_01 |