1-(4-bromo-2-methoxyphenyl)ethanone

Compound 15-3 (0414) To a suspensions of compound 15-2 (25 g, 0.12 mol) and potassium carbonate (24 g, 0.18 mol) in anhydrous DMF (20 mL) was added to MeI (22.6 mL, 0.23 mol) and the mixture reaction was stirred at room temperature overnight. LCMS showed that the reaction was complete. Then water (300 mL) was poured and the mixture was extracted with ethyl acetate and the organic phase was (200 mL×3) and the organic phase was washed saturated sodium chloride, dried over anhydrous sodium sulfate, filtrated, concentrated to afford compound 15-3 as a colorless solid (26.1 g, 98percent).To a stirred solution of 1-(4-bromo-2-hydroxyphenyl)ethan-1-one 1 (1 g, 4.65 mmol) in DMF (10 mL) were added K2C03 (963 mg, 6.98 mmol) and Mel (0.6 mL, 9.3 mmol) drop wise at 0 °C under Ar. The reaction mixture was stirred at RT for 16 h then diluted with water (30 mL) and extracted with EtOAc (2 x 40 mL). The combined organic extracts were washed with brine (20 mL), dried over Na2 SO4, filtered and concentrated in vacuo to afford compound 2 (1 g, 94percent) as an off white solid. ‘H NMR (400MHz, CDC13): 7.62 (d, J= 8.2 Hz, 1H), 7.17-7.11 (m, 2H), 3.92 (s, 3H), 2.59 (s, 3H); LC-MS (ESI): m/z 230.8 (M+2).Intermediate 9C:; [00218] Iodomethane (10.5 mL, 168 mmol) was added dropwise over 30 min to a solution of Intermediate 9B (30.14 g, 140 mmol) in DMF (100 mL) at 0 Friedel-Craft's Reaction A mixture of (9) (2.14 g, 10 mmol), potassium carbonate (4.14 g, 30 mmol), and acetone (100 mL) was stirred at 50 °C for 30 min. Dimethyl sulfate (1.1 mL, 12 mmol) was added dropwise into the above mixture at 50 °C. After completion of reaction, the solid was filtered off and the solvent was evaporated. The solid obtained was dried to give (10) (2.12 g, 75percent) as yellow solid. Mp: 60-61 °C, MS (EI) [M]

Molecular Weight:229.07
XLogP3:2.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:227.97859
Monoisotopic Mass:227.97859
Topological Polar Surface Area:26.3
Heavy Atom Count:12
Complexity:170
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes