HuagongsheHuagongshe Chemistry Print Report · For research reference only
N-Methylcyclohexylamine → 2-(Cyclohexyl-methyl-amino)-6,7,8,9,9a,10-hexahydro-5aH-benzo[g]quinolin-5-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | N-Methylcyclohexylamine | HCID 7514 | — |
| Reactant | 2-chloro-2,5a,6,7,8,9,9a,10-octahydro-1H-benzo[g]quinolin-5-one | HCID 69038159 | — |
| Solvent | Ethyl acetate hexane | HCID 21226206 | — |
| Product | 2-(Cyclohexyl-methyl-amino)-6,7,8,9,9a,10-hexahydro-5aH-benzo[g]quinolin-5-one | HCID 57883190 | 52% |
Reaction Steps
A mixture of 2-chloro-2,5a,6,7,8,9,9a,10-octahydro-1H-benzo[g]quinolin-5-one (0.29 g, 1.23 mmol) and cyclohexyl(methyl)amine (1.39 g, 12.3 mmol) was stirred at 110° C. for 9.5 h (TLC control; hexane-EtOAc, 2:1). Then the mixture was separated by column chromatography on silica gel to give the title compound (0.2 g, 52%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598384B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-eec30a5d33194585ab757ee17a7e16f2 |
| Source note | uspto-grants-2009_10 |