HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methyl-2-butenoic acid → HCID 18787214, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methyl-2-butenoic acid | HCID 10931 | — |
| Reactant | 2-Cyclohexen-1-one | HCID 13594 | — |
| Reactant | Diethyl aluminum cyanide | HCID 16686413 | — |
| Reactant | HCID 18787233 | HCID 18787233 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 18787214 | HCID 18787214 | — |
Reaction Steps
The amines where R0 contains a 5,5-dimethyl-3-phenyl-2-cyclohexanol may be prepared substantially as described in Mestres et al., Tetrahedron, volume 50, page 2571 (1994). For example, in a tandem Michael-Dieckmann decarboxylative annulation of trans-βmethylcinnamic acid and 3,3-dimethylacrylic acid, the cyclohexenone was stirred with diethylaluminum cyanide in tetrahydrofuran at room temperature overnight to provide 3-cyano-5,5-dimethyl-3-phenylcyclohexanone which was then hydrogenated over 5% rhodium on alumina to give the corresponding amine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06060484 |
| Source dataset | uspto-grants-2000_05 |
| ORD ID | ord-19d51c06a6de459bb5c6ad04c4994966 |
| Source note | uspto-grants-2000_05 |