Potassium Carbonate → 2-Bromo-1-methoxy-4-(2-methoxy-ethoxy)-benzene

Temperature

100 °C

2-bromoethyl methyl ether (0.07 mL, 0.74 mmol) was added to a mixture of potassium carbonate (136 mg, 0.99 mmol) and 3-bromo-4-methoxy-phenol (100 mg, 0.49 mmol) in DMF (2 mL) and mix heated at 100° C. for 1 hr. Reaction mixture was allowed to cool and partitioned between ethyl acetate (20 mL×2) and water (20 mL). The combined organic phases were washed with sat. aqueous sodium chloride solution (40 mL) and dried over sodium sulphate. Solvents were removed in vacuo to afford a crude oil which was purified by flash chromatography on silica gel, eluting with a gradient of 0-10% ethyl acetate in hexane to afford the title compound (113 mg, 88%) as a colourless liquid.

1. additionmix
2. customReaction mixture
3. temperatureto cool
4. custompartitioned between ethyl acetate (20 mL×2) and water (20 mL)
5. washThe combined organic phases were washed with sat. aqueous sodium chloride solution (40 mL)
6. dry with materialdried over sodium sulphate
7. customSolvents were removed in vacuo
8. customto afford a crude oil which
9. customwas purified by flash chromatography on silica gel
10. washeluting with a gradient of 0-10% ethyl acetate in hexane

ORD record

ord-c9c16d86b369446e9ac1e86a9cf24007

Source dataset

uspto-grants-2015_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09006269B2