Sodium Hydroxide → HCID 10182400, compound

Participants

Reaction Steps

To a solution of 2-12 (2.9 g, 6.06 mmol) in EtOH (15 mL) was added 1N NaOH (7.2 ml,7.2 mmol). After stirring for 2 h, the solvents were evaporated and the residue chromatographed (silica gel, 25:10:1:1 followed by 15:10:1:1 ethyl acetate/EtOH/water/NH4OH) to give 2-13 as a white solid. TLC Rf=0.24 (15:10:1:1 ethyl acetate/EtOH/water/NH4OH). 1H NMR (300 MHz, CD3OD) δ 7.55 (d, J=7.3 Hz, 1H), 7.18 (d, J=7.6 Hz, 1H), 6.81 (d, J=6.1 Hz, 1H), 6.72 (s, 1H), 6.62 (d, J=7.3 Hz, 1H), 5.38 (t, J=7.9 Hz, 1H), 4.53 (t, J=8.9 Hz,2H), 3.14-3.53 (9H), 2.97 (m, 3H),2.80 (t, J=6.1 Hz, 2H), 2.67 (t, J=7.3 Hz, 2H), 1.93 (m,4H). ##STR14## Ethyl 3-fluorocinnamate (3-2)

Provenance & Evidence