HuagongsheHuagongshe Chemistry Print Report · For research reference only
4,4-Dimethyl-2-(3-nitro-phenyl)-6-trifluoromethyl-1,2,3,4-tetrahydro-quinoline → 3-(4,4-Dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4,4-Dimethyl-2-(3-nitro-phenyl)-6-trifluoromethyl-1,2,3,4-tetrahydro-quinoline | HCID 67289100 | — |
| Catalyst | Iron | HCID 23925 | — |
| Solvent | Water ethanol | HCID 19096565 | — |
| Product | 3-(4,4-Dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine | HCID 67291615 | 95.6% |
Reaction Steps
A mixture of 4,4-dimethyl-2-(3-nitro-phenyl)-6-trifluoromethyl-1,2,3,4-tetrahydro-quinoline (2.99 g, 8.53 mmol) and iron powder (11.95 g, 0.21 mol) in ethanol/water/concentrated hydrogen chloride (24 mL/6 mL/0.08 mL) was kept at reflux for 2 h. The mixture was filtered and the mother liquor was concentrated in vacuo to give 2.6 g of 3-(4,4-dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamine as off-yellow solid (2.6 g, yield: 95.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546427B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-8d68fdc315b4404fa00bf384a2027754 |
| Source note | uspto-grants-2013_10 |