Methyl iodide → 1-Bromo-2,5-dichloro-4-methoxybenzene

Temperatur

50 °C

Methyl iodide (1.861 mL, 29.76 mmol) was added to a stirred suspension of 4-bromo-2,5-dichlorophenol (4.8 g, 19.84 mmol) and potassium carbonate (8.23 g, 59.53 mmol) in DMF (20 mL) at ambient temperature under air. The resulting suspension was stirred at 50° C. for 90 minutes. The reaction mixture was allowed to cool and diluted with EtOAc (200 mL), and washed sequentially with saturated brine (2×150 mL) and water (100 mL). The organic layer was dried over MgSO4, filtered and evaporated to afford crude product. The crude product was purified by flash silica chromatography, elution gradient 0 to 20% EtOAc in isohexane. Pure fractions were evaporated to dryness to afford 1-bromo-2,5-dichloro-4-methoxybenzene (3.82 g, 75%) as a brown solid.

1. temperatureto cool
2. washwashed sequentially with saturated brine (2×150 mL) and water (100 mL)
3. dry with materialThe organic layer was dried over MgSO4
4. filtrationfiltered
5. customevaporated
6. customto afford crude product
7. customThe crude product was purified by flash silica chromatography, elution gradient 0 to 20% EtOAc in isohexane
8. customPure fractions were evaporated to dryness

ORD-Eintrag

ord-07898fae731b40b6869cec5c39700bdb

Quelldatensatz

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08188092B2