HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-Methyl-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalen-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Methyl-2,3-dihydro-1H-inden-2-amine | HCID 22499229 | — |
| Reactant | (2-methyl-1-oxo-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalen-2-yl)-acetamide | HCID 54404642 | — |
| Solvent | Acetic acid sulfuric acid | HCID 23350293 | — |
| Product | 2-Methyl-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalen-2-ylamine | HCID 22499183 | — |
Reaction Steps
A 4:1 mixture of geometrical isomers, containing predominantly 2,2,2-trifluoro-.N.-(2-methyl-1-oxo-2,3,5,6,7,8-hexahydro-1H-cyclopenta[b]naphthalen-2-yl)-acetamide, is hydrogenated over PD/C in acetic acid/H2SO4 and the products are saponified with NaOH according to the procedures described for the preparation of 2-methyl-indan-2-ylamine. The resulting product mixture is recrystallised repeatedly from hexane to give the title compound, a single isomer.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09040559B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-684edbcc1b4545ec8855a13aef443fac |
| Source note | uspto-grants-2015_05 |