Ammonia → HCID 15078323, compound

Participants

Reaction Conditions

Reaction Steps

Ammonia was bubbled into a solution of trans-2-(3-vinylsulfonyl-4,5-dipropoxyphenyl)-5-(3,4,5-trimethoxy-phenyl)tetrahydrofuran (30 mg, 0.06 mmol) at 0.5° C. for 3 min in acetonitrile (3 mL). The solution was then heated at 65° C. in a pressure bottle overnight, cooled, and evaporated to dryness. Purification by preparative TLC (CHCl3 -MeOH; 95:5, v/v) gave the title compound MS, m/z 538 (M+1)+. ; Rf 0.27; NMR (CDCl3) δ 1.05 & 1.09 (2 t J=7.5 Hz, 2 CH2CH2CH3), 3.58 (bt, SO2CH2CH2), 4.02 & 4.14 (2 t, J=6.5 Hz, 2 CH2CH2CH3), 5.16-5.28 (m, H-2 & H-5), 6.63 (s, 2 H, C5ArH), 7.27 & 7.48 (2 d, J=1.5 Hz, 2 H, C2ArH).

Provenance & Evidence