Hexane → 2-Bromo-1,3-dimethoxybenzene

Temperature

0 °C

In a solution of 1,3-dimethoxybenzene (3.0 g, 21.7 mmol) dissolved in diethyl ether (90 ml), a 1.65M solution of n-butyl lithium in n-hexane (19.8 ml, 32.7 mmol of n-butyl lithium) was added at room temperature, and a reaction mixture was heated to reflux for 4 hours. After cooling the reaction mixture to 0° C., a solution of carbon tetrabromide (15.8 g, 47.7 mmol) in diethyl ether (60 ml) was added to the mixture, and stirred at room temperature for 20 hours. A small amount of water was added to the reaction mixture, and then the reaction mixture was diluted with ethyl acetate (90 ml). The organic layer was washed with water and dried over anhydrous magnesium sulfate. Thereafter, the solvent was evaporated off, and the residue was purified by column chromatography to obtain 1-bromo-2,6-dimethoxybenzene (2.70 g).

1. temperaturea reaction mixture was heated
2. temperatureto reflux for 4 hours
3. washThe organic layer was washed with water
4. dry with materialdried over anhydrous magnesium sulfate
5. customThereafter, the solvent was evaporated off
6. customthe residue was purified by column chromatography

ORD record

ord-fc9b38681b0e43a0aaebc84a04652613

Source dataset

uspto-grants-1997_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05621129