4-Bromo-2-fluorobenzaldehyde → 4-Bromo-2-methoxybenzaldehyde

To a stirred solution of 4-bromo-2-fluorobenzaldehyde (96%, 3.38 g, 16.0 mmol) in methanol (35 mL) at ambient temperature was added a 25 wt % solution of sodium methoxide in methanol (4.02 mL, 17.6 mmol), and the resulting solution was stirred and heated to reflux for 2 hours. The solution was cooled to ambient temperature and concentrated, and the residue was partitioned between dichloromethane (100 mL) and water (50 mL). The organic layer was dried over sodium sulfate and concentrated. The residue was purified by chromatography on silica gel, eluting with 95/5 hexanes/ethyl acetate, to afford 4-bromo-2-methoxybenzaldehyde as a white solid (2.13 g, 62% yield).

1. temperatureheated
2. temperatureto reflux for 2 hours
3. concentrationconcentrated
4. customthe residue was partitioned between dichloromethane (100 mL) and water (50 mL)
5. dry with materialThe organic layer was dried over sodium sulfate
6. concentrationconcentrated
7. customThe residue was purified by chromatography on silica gel
8. washeluting with 95/5 hexanes/ethyl acetate

ORDレコード

ord-a27d8079b7e54dac8ea973a5c9ec33c1

出典データセット

uspto-grants-2015_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09096567B2