Dimethylformamide → 4-[Methyl-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yl)amino]-3-nitrobenzonitrile

Participants

Reaction Steps

NaH (60%, 6.44 mmol) is added portionwise to a solution of 3-nitro-4-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ylamino)benzonitrile (30, R4=CH3, 4.29 mmol) in DMF (15 mL) at 0° C. The reaction mixture is slowly warmed up to room temperature and stirred for 1 h. To the mixture is added dropwise Mel (6.44 mmol) and the reaction mixture is stirred at room temperature for 5 h. The mixture is diluted with H2O and extracted with Et2O. The organic layer is dried over MgSO4 and evaporated in vacuo. The resulting solid is washed with hexane to give (31) (R4=CH3).

Provenance & Evidence