反应详情

N,N-Dimethyl-5-methyl-2-iodophenylacetamide (3.5 g, 11.5 mmol) and 2,4-dichloro-6-methylaniline (4.1 g, 23 mmol) are stirred in xylenes (100 ml) with copper powder (0.18 g, 2.9 mmol), copper(I) iodide (0.55 g, 2.9 mmol) and anhydrous potassium carbonate (1.6 g, 11.5 mmol). The reaction is heated to reflux temperature for 48 hours. While still slightly warm (40°) the brown suspension is filtered through a pad of Celite, which in turn is rinsed with toluene (75 ml). The filtrate is evaporated on a rotovap and flash chromatographed on silica gel (Rf 0.30 in 40% EtOAc/hexane) to give N,N-dimethyl-5-methyl-2-(2′,4′-dichloro-6′-methylanilino)phenylacetamide as an off-white crystalline solid, m.p. 119-124°.

1. temperatureThe reaction is heated
2. temperatureto reflux temperature for 48 hours
3. temperatureWhile still slightly warm (40°) the brown suspension
4. filtrationis filtered through a pad of Celite, which in turn
5. washis rinsed with toluene (75 ml)
6. customThe filtrate is evaporated on a rotovap and flash
7. customchromatographed on silica gel (Rf 0.30 in 40% EtOAc/hexane)