Calcium Chloride → 4-methoxy-N1,N1-bis-(4-methyl-benzyl)-benzene-1,3-diamine

Participants

Reaction Conditions

Reaction Steps

To a stirred solution of 500 mg (1.33 mmol) (4-methoxy-3-nitro-phenyl)-bis-(4-methyl-benzyl)-amine in 20 ml ethanol at room temperature were added 1.91 g (29.2 mmol) zinc powder and 147 mg (1.33 mmol) calcium chloride and the mixture was then heated at 90° C. for 16 hours. The mixture was then filtered and the filtrate diluted with ethyl acetate and washed with 0.5 N sodium hydroxide solution and then with brine. The organic phase was dried over sodium sulfate and concentrated in vacuo to afford 420 mg (91%) 4-methoxy-N1,N1-bis-(4-methyl-benzyl)-benzene-1,3-diamine as a dark brown oil. ES-MS m/e (%): 347 (M+H+, 100).

Provenance & Evidence