Water → HCID 68008604, compound

Participants

Reaction Steps

3-{9-[9-(2-Ethoxycarbonylethyl)-9H-fluoren-9-ylmethyl]-9H-fluoren-9-yl}-propionic acid ethyl ester (9.7 g) was dissolved in 200 mL of THF and treated with lithium aluminum hydride (1.97 g) at 0° C. under an atmosphere of nitrogen. After stirring overnight, the reaction mixture was treated with 2.0 mL of water followed by 2.0 mL of 15% NaOH solution and then 6.0 mL of water. The reaction mixture was filtered through a pad of CELITE, rinsing with ethyl acetate. The filtrate was washed with 1N HCl solution, water (2×) and brine. The organic portion was dried over Na2SO4, filtered, and concentrated under reduced pressure to give a white solid. The white solid was crystallized from toluene to give 5.85 g of the title compound as white crystals. 1H NMR (CDCl3, 500 MHz) δ 7.04 (m, 4H), 6.98 (m, 4H), 6.83-6.77 (m, 4H), 3.19 (t, J=6.4 Hz, 4H), 3.09 (s, 2H), 1.94 (m, 4H), 1.00 (br s, 2H), 0.47 (m, 4H).

Provenance & Evidence