4-N-(5-methylhexan-2-yl)benzene-1,4-diamine

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4Bromomethyl-2,6-di-tert-butyl-phenol (2.42 g, 0.008 mole) was dissolved in 50 mL of dry tetrahydrofuran. In a separate conical flask N(1,4-Dimethyl-pentyl)-benzene-1,4-diamine (3.28 g, 0.016 mole) was dissolved in 25 mL of tetrahydrofuran and solution was transferred to a cylindrical funnel with pressure equalizing tube. Three-necked round-bottom flask containing solution of 4-Bromomethyl-2,6-di-tert-butyl-phenol was kept in oil-bath at temperature 85° C. Solution in the flask was continuously stirred with the help of magnetic stirrer. N(1,4-Dimethyl-pentyl)-benzene-1,4diamine solution was added drop-by-drop, from funnel to the flask in acidic medium for a span of 4-5 hours till all the solution was poured out. The reaction was terminated after that and the final reaction mixture was allowed to attain room temperature. Product was separated by solvent evaporation. The product was purified using silica gel column chromatography. Product was identified by 1H-NMR. The yield of 2,6-di-tert-butyl-4-{[4-(1,4-dimethyl-pentylamino)-phenylamino)methyl}-phenol is 2. 29 g (67%). solution was transferred to a cylindrical funnel with pressure was kept in oil-bath at temperature 85° C was poured out The reaction was terminated after that and the final reaction mixture to attain room temperature Product was separated by solvent evaporation The product was purified