Methyl iodide → 1-Bromo-4-chloro-2-fluoro-3-methoxybenzene

Temperatur

85 °C

To a stirred solution of 3-bromo-6-chloro-2-fluorophenol (4.2 g, 18.63 mmol) in acetonitrile (35 mL) was added potassium carbonate (5.15 g, 37.3 mmol) followed by the addition of methyl iodide (2.330 mL, 37.3 mmol) dropwise at rt. The reaction mixture was heated to 85° C. for 3 h. The volatiles were evaporated; water (50 mL) was added and the solution extracted with ethyl acetate (2×80 mL). The combined organic layers were washed with brine (100 mL), dried over sodium sulphate, and concentrated under reduced pressure. The crude material was taken to the next step without further purification. 1H NMR (400 MHz, CDCl3) δ 7.20 (m, 1H), 7.05 (m, 1H), 3.98 (s, 3H).

1. customThe volatiles were evaporated
2. additionwater (50 mL) was added
3. extractionthe solution extracted with ethyl acetate (2×80 mL)
4. washThe combined organic layers were washed with brine (100 mL)
5. dry with materialdried over sodium sulphate
6. concentrationconcentrated under reduced pressure
7. customThe crude material was taken to the next step without further purification

ORD-Eintrag

ord-d19569144d3d4a89b2e8a0fdb291a997

Quelldatensatz

uspto-grants-2015_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08969564B2