Potassium Carbonate → trans-2-[3-(2-Oxopropylsulfonyl)-4-n-propoxy-5-(3-hydroxy-n-propoxy)phenyl]-5-(3,4,5-trimethoxyphenyl) tetrahydrofuran

Participants

Reaction Conditions

Reaction Steps

A mixture of trans-2-[3-(2-oxopropylsulfonyl)-4-propoxy-5-hydroxyphenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydrofuran (30 mg, 0.059 mmol), 3-bromo-1-propanol (12 uL, 0.13 mmol) and potassium carbonate (17 mg, 0.12 mmol) in DMF (0.5 mL) was heated at 80° C. with stirring under nitrogen for 1 h. The reaction mixture was cooled and diluted with ethyl ether. It was washed with water (2x), brine, dried, filtered, and evaporated to a residue, which was purified by preparative TLC (hexane-ethyl acetate; 7:3, v/v) to give the title compound: Rf 0.3; NMR (CDCl3) δ 2.38 (s, SO2CH2COCH3), 4.15 & 4.24 (2 t, OCH2CH2), 4.48 (s, SO2CH2), 5.22 (m, H-2 & H-5).

Provenance & Evidence