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-8062bb8683d341519c4209c61902d06e

Quelldatensatz

uspto-grants-2005_07

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US06919358B2