HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 2-(3-(1-Admantyl)-4-isopropoxyphenyl)-N-methylethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | N-(3-(1-Admantyl)-4-isopropoxyphenethyl)-2,2,2-trifluoro-N-methyl-acetamide | HCID 87126604 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 2-(3-(1-Admantyl)-4-isopropoxyphenyl)-N-methylethanamine | HCID 66726682 | 94% |
Reaction Steps
To a stirred solution of the product of Step E (0.21 g; 0.5 mmol) in MeOH (10 ml) was added NaOH (0.1 g) and this was stirred for 3 h at room temperature. The solvent was evaporated to dryness and the residue was taken in a mixture of solvents (EtOAc:MeOH:AcOH; 10 ml:2 ml:0.5 ml) and passed through Celite bead, which was washed with EtOAc (10 ml). The combined filtrates were evaporated to dryness to give the title compound (0.145 g, 94%) as pale paste. 1H-NMR (CDCl3) 1.36 (d, 6H, J=6 Hz); 1.74 (5, 6H); 2.04 (s, 3H, 2.1 (s, 6H); 2.43 (s, 3H); 2.72-2.81 (m, 4H); 4.55-4.63 (m, 1H); 6.74 (d, 1H, J=8.25 Hz); 6.94 (dd, 1H, J=1.97, 8.18 Hz); 7.01 (d, 1H, J=1.98 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181182B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-22cd85ab5b4c4efd9bbd496563675c95 |
| Source note | uspto-grants-2015_11 |