Cesium carbonate → HCID 15454095, compound

Participants

Reaction Steps

Following general procedure E and using 5-amino-1,1,3,3-tetramethyl-1,3-dihydro-isobenzofuran (Compound 78) (1 g, 4.82 mmol), ethyl-4-iodo-benzoate (1.4 g, 5.07 mmol), cesium carbonate (2.2 g, 6.76 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.030 g, 0.03 mmol), (S)-(-)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl (0.060 g, 0.09 mmol) in 15 mL of anhydrous toluene the title compound (1.38 g, 85%) was obtained as a yellow solid after flash column chromatography using 20% ethyl acetate in hexane as the eluent. 1H NMR (300 MHz, CDCl3): δ 7.94 (d, 2H, J=8.7 Hz), 7.10 (dd, 1H J=1.8, 7.9 Hz), 7.03 (d, 1H, J=8.0 Hz), 6.99 (d, 2H, J=8.7 Hz), 6.89 (d, 1H, J=1.7 Hz), 6.36 (s, 1H), 4.34 (q, 2H, J=7.Hz), 1.52 (s, 6H), 1.51 (s, 6H), 1.37 (t, 3H, J=7.1 Hz).

Provenance & Evidence