N,N-dimethyl-m-phenylenediamine → HCID 59442894, compound

Participants

Reaction Conditions

Reaction Steps

Under dinitrogen atmosphere, 1 equivalent of 3-bromo-N,N-dimethylaniline (1 g), 1.5 equivalent of sodium tert-butylate (0.721 g), 0.1 equivalent of Pd(dba)2 (0.288 g), 0.12 equivalent of dppf (0.555 g) and 20 mL of toluene are introduced into a flask. The flask is fitted with a PTFE septum and 1.2 equivalent of N,N-dimethylbenzene-1,3-diamine (0,817 g) is added thereto using a syringe. The reaction medium is heated at 90° C. for 12 hours, thereafter is cooled to room temperature and concentrated under reduced pressure. The product is purified by flash chromatography using a gradient of 5% to 12% of ethyl acetate in hexane (Rf: 0.33) to give 0.963 g of the expected product with a yield of 75%.

Provenance & Evidence