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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1036939Generated: October 26, 2026

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

https://huagongshe.com/reaction/1036939

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4-Dimethyl-2-(3-nitro-phenyl)-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolineHCID 67289100—
CatalystIronHCID 23925—
SolventWater ethanolHCID 19096565—
Product3-(4,4-Dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenylamineHCID 6729161595.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08546427B2
Source datasetuspto-grants-2013_10
ORD IDord-8d68fdc315b4404fa00bf384a2027754
Source noteuspto-grants-2013_10