Potassium Carbonate → HCID 24695760, compound

Temperature

80 °C

1-bromo-2-methoxyethane (5.49 g, 39.5 mmol) was added to a mixture of 2-bromo-4-fluoro phenol (5 g, 26.18 mmol) and K2CO3 (11.5 g, 83.25 mmol) in CH3CN (41.5 mL) and continued stirring at 80° C. for 16 hr. The reaction mixture was quenched with 1M aq.NaOH solution, extracted with diethyl ether (3×100 mL), dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude, which was purified by column chromatography (using silica gel and 2% ethyl acetate in hexane as eluent) to afford the desired compound (Int-42). 1H NMR (300 MHz, CDCl3) δ ppm 7.3 (1H, m), 6.9 (1H, m), 6.7 (1H, m), 4.1 (2H, t), 3.8 (2H, t), 3.5 (3H, s).

1. customThe reaction mixture was quenched with 1M aq
2. extractionNaOH solution, extracted with diethyl ether (3×100 mL)
3. dry with materialdried over anhydrous sodium sulphate
4. concentrationconcentrated under reduced pressure
5. customto afford the crude, which
6. customwas purified by column chromatography (using silica gel and 2% ethyl acetate in hexane as eluent)

ORD record

ord-b6307054d3af4b809dd35316894ef1bb

Source dataset

uspto-grants-2015_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09045478B2