Potassium Carbonate → 2-[3-(2-Oxopropylsulfonyl)-4-n-propoxy 5-hydroxyphenyl]-5-(3,4,5-trimethoxyphenyl)tetrahydro-furan

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A mixture of 300 mg of trans 2-[3-(2-oxo-propylsulfonyl)-4-n-propoxy-5- hydroxyphenyl]5-(3,4,5-trimethoxyphenyl)tetrahydrofuran, 6 mL acetone, 150 mg 3-bromopropyl- N,N-dimethylamine hydrochloride, and 150 mg K2CO3 was heated at 50° for 16 hrs and filtered. Evaporation of the filtrate and purification by prep. TLC on silica plates (ethyl acetate) gave the title compound as a colorless gum: NMR (200 MHz, CDCl3) δ 1.06 (t, CH2CH2CH3), 1.88 (m, CH2CH2CH3), 2.39 (s, CH3C(O)CH2), 2.30 (s, N(CH3)2), 2.40-2.58 (m, CH2N(CH)2)2, 3.85 (s, OCH3), 3.88 (s, 2 OCH3), 4.12 & 4.15 (t, 2 ArOCH2), 4.46 (s, CH3C(O)CH2), 5.10-5.30 (m, 2-CH & 5 -CH), 6.62 (s, 5-ArH), 7.30 & 7.44 (2 d, 2-ArH).

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