Potassium Carbonate → 1-Bromo-3-(2-methoxyethoxy)benzene

Temperature

100 °C

A mixture of 3-bromophenol (5 g, 28.9 mmol), 1-chloro-2-methoxyethane (3.77 g, 40 mmol) and K2CO3 (12.63 g, 0.178 mol) in DMF (90 mL) was stirred at 100° C. for 4.5 hours. The reaction mixture was filtered and the filtrate was concentrated in vacuo. The residue is taken up in 100 ml of tert-butyl methyl ether, and the organic phase was washed once each with 50 ml of 1 N NaOH, 50 ml of water and 50 ml of brine. The organic layer was dried with sodium sulphate, filtered and concentrated to give 1-bromo-3-(2-methoxyethoxy)benzene (5.28 g, 79%).

1. filtrationThe reaction mixture was filtered
2. concentrationthe filtrate was concentrated in vacuo
3. washthe organic phase was washed once each with 50 ml of 1 N NaOH, 50 ml of water and 50 ml of brine
4. dry with materialThe organic layer was dried with sodium sulphate
5. filtrationfiltered
6. concentrationconcentrated

ORD record

ord-2bfe30e5e6064167a23ea5882de212a2

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08450308B2