Boron tribromide → 3-Fluoro-4-methylphenol

Temperatur

-70 °C

To a −70° C. solution of 3-fluoro-4-methyl anisole (1.62 g; 11.6 mmol) in CH2Cl2 (10 mL) was added dropwise BBr3 (10 mL; 12 mmol). The reaction mixture was stirred at −70° C. for 10 min, then allowed to warm to 0° C. and stirred at 0° C. for 2 h. The reaction was allowed to warm to RT and concentrated in vacuo and the residue was partitioned between H2O and EtOAc. The organic phase was washed with H2O, dried (Na2SO4) and concentrated in vacuo to give 3-fluoro-4-methyl phenol (1.1 g; 75%) as an oil.

1. temperatureto warm to 0° C.
2. stirringstirred at 0° C. for 2 h
3. temperatureto warm to RT
4. concentrationconcentrated in vacuo
5. customthe residue was partitioned between H2O and EtOAc
6. washThe organic phase was washed with H2O
7. dry with materialdried (Na2SO4)
8. concentrationconcentrated in vacuo

ORD-Eintrag

ord-773cb28411f74f21b62a1ac81b99ead0

Quelldatensatz

uspto-grants-2003_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06653314B2