1-Bromo-3-chloro-5-fluorobenzene → 1-Bromo-3-chloro-5-methoxybenzene

To a solution of 1-bromo-3-chloro-5-fluorobenzene (25 g, 0.12 mol) in methanol (800 ml) was added sodium methoxide (64 g, 1.18 mol). The reaction was heated to reflux for 9 days. The reaction was then concentrated in vacuo to one fifth of the volume (150 ml), cooled and water (1000 ml) added. The mixture was extracted with diethyl ether (3×150 ml). The organic layer was washed with brine (2×100 ml), dried (Na2SO4) and evaporated to afford the title product (24.6 g).

1. temperatureThe reaction was heated
2. temperatureto reflux for 9 days
3. concentrationThe reaction was then concentrated in vacuo to one fifth of the volume (150 ml)
4. temperaturecooled
5. additionwater (1000 ml) added
6. extractionThe mixture was extracted with diethyl ether (3×150 ml)
7. washThe organic layer was washed with brine (2×100 ml)
8. dry with materialdried (Na2SO4)
9. customevaporated

ORD record

ord-b67c87d0b9a24301bc357c9b858732dd

Source dataset

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07572797B2