Tetrabutylammonium Fluoride → HCID 19370230, compound

Participants

Reaction Steps

Compound (11) (388 mg, 0.628 mmol) was dissolved in tetrahydrofuran (3 mL) and treated at room temperature with 1.26 mL of a 1M solution of tetrabutylammonium fluoride in tetrahydrofuran for 4 h. The reaction mixture was then evaporated at reduced pressure and the residue purified by flash chromatography (silica gel, 2.5×20 cm, 65% ethyl acetate/hexane) to yield the title compound (12) (158 mg, 66%). Compound (12): 1H NMR (CDCl3) δ 1.77-3.27 (7H, m), 3.40-3.73 (1H, m), 3.67 (2H, t, J=6 Hz), 4.20-4.77 (2H, m), 5.07-5.40 (3H, m), 7.07-7.58 (10H, m); TLC Rf 0.33 (silica gel, 1:3 hexane:ethyl acetate).

Provenance & Evidence