Acetonitrile → HCID 23591704, compound

Participants

Reaction Steps

6-(trimethylsilyl)benzo[d][1,3]dioxol-5-yl trifluoromethanesulfonate (25 mg, 0.073 mmol), Cesium Fluoride (61 mg, 0.402 mmol), Triethtyl phosphite (48 mg, 0.292 mmol), Acetonitrile (1 ml): Reaction Time: 16 h; Rf: 0.3 (2:3 EtOAc:Pet Ether); Thick oil; 16.0 mg, 85%; 1H NMR (500 MHz, CDCl3, TMS) δ 7.38 (dd, J=7.9, 14.0 Hz, 1H), 7.20 (d, J=12.8 Hz, 1H), 6.88 (dd, J=3.4, 7.6 Hz, 1H), 6.03 (s, 2H), 4.17-4.01 (m, 4H), 1.32 (t, J=7.0 Hz, 6H); 13C NMR (100 MHz, CDCl3, TMS) δ 151.2 (d, J=2.9 Hz), 147.8 (d, J=22.9 Hz), 127.4 (d, J=11.4 Hz), 121.3 (d, J=193.6 Hz), 111.2 (d, J=12.4 Hz), 108.6 (d, J=18.1 Hz), 101.5, 62.0 (d, J=5.7 Hz), 16.3 (d, J=6.7 Hz); 31P NMR (162 MHz, CDCl3) δ 19.0; Mass (M+Na)+ 281; Known Compound, Lit. G. Yang, C. Shen, L. Zhang, W. Zhang. Tetrahedron Lett. 2011, 52, 5032.

Provenance & Evidence