Acetic Acid → HCID 58399171, compound

Participants

Reaction Steps

To a solution of the product from Step 8 (3 g) in 100 mL of DMF were added 0.4 g of NaH (60% in mineral oil) and 1.2 mL of MeI. After stirring for 1 h at room temperature, 1 mL of AcOH was added and the mixture was concentrated under vacuum and the residue was dissolved in 200 mL of 1:1 hexane/EtOAc and filtered through a pad of silica gel. The filtrate was concentrated and the residue was swished from 2:1 hexane/EtOAc to give 2.5 g of the title product. 1H NMR (500 MHz, acetone-d6) δ 8.10 (m, 2H), 7.47 (m, 3H), 7.28 (d, 1H), 7.09 (dd, 1H), 7.02 (dd, 1H), 6.15 (s, 1H), 4.55 (m, 1H), 4.20 (m, 1H), 3.88 (t, 1H), 3.05-3.12 (m, 1H), 2.92-3.02 (m, 1H), 2.97 (s, 3H), 1.92-2.02 (m, 1H), 1.66 (m, 1H).

Provenance & Evidence