Cesium carbonate → HCID 54491022, compound

Participants

Reaction Steps

Following general procedure E and using 5-(isopropyl)amino-3,3,7-trimethyl-2,3-dihydro-benzofuran (Compound 33, 0.43 g, 1.96 mmol), ethyl-4-iodo-benzoate (0.516 g, 2.4 mmol), cesium carbonate (0.92 g, 2.8 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.015 g, 0.015 mmol) and (S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.030 g, 0.047 mmol) in 8 mL of anhydrous toluene, the title compound (0.1 g), contaminated with 10% of ethyl-4-iodo-benzoate, was obtained. Some 5-(isopropyl)amino-3,3,7-trimethyl-2,3-dihydro-benzofuran (Compound 33, 0.21 g) was recovered. 1H NMR (300 MHz, CDCl3): δ 7.82 (d, 2H, J=9.1 Hz), 6.68 (d, 1H, J=2.3 Hz), 6.66 (d, 1H, J=2.3 Hz), 6.51 (d, 2H, J=9.1 Hz), 4.35-4.27 (m, 3H), 4.31 (s, 2H), 2.22 (s, 3H), 1.35-1.30 (m, 3H), 1.34 (s, 6H), 1.15 (d, 6H, J=6.5 Hz).

Provenance & Evidence