Cesium carbonate → HCID 54535106, compound

Participants

Reaction Steps

Following general procedure E and using 3,3-dimethyl-7-ethyl-5-(isopropyl)amino-2,3-dihydro-benzofuran (Compound 34, 0.43 g, 1.96 mmol), ethyl-4-iodo-benzoate (0.45 g, 1.93 mmol), cesium carbonate (0.88 g, 2.7 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.020 g, 0.020 mmol) and (S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.040 g, 0.064 mmol) in 6 mL of anhydrous toluene, the title compound (0.23 g, 32%) was obtained. This reaction was conducted in a sealed tube for 7 days. Some 3,3-dimethyl-7-ethyl-5-(isopropyl)amino-2,3-dihydro-benzofuran (Compound 34) was recovered. 1H NMR (300 MHz, CDCl3): δ 7.82 (d, 2H, J=9.0 Hz), 6.69 (d, 1H, J=2.0 Hz), 6.66 (d, 1H, J=2.0 Hz), 6.51 (d, 2H, J=9.0 Hz), 4.38-4.26 (m, 5H), 2.60 (q, 2H, J=7.5 Hz), 1.33 (t, 3H, J=7.1 Hz), 1.32 (s, 6H), 1.21 (t, 3H, J=7.5 Hz), 1.15 (d, 6H, J=6.5 Hz)

Provenance & Evidence