Methyl Ethyl Ketone → 2-(4-Phenoxyphenoxy)ethanol

Temperatur

90 °C

To a solution of 4-Phenoxyphenol (3 g, 16.1 mmol), Potassium carbonate (11.1 g, 80.6 mmol), and 2-Butanone (37.5 mL) was added 2-Bromoethanol (3.14 mL, 44.3 mmol). The resulting mixture was stirred and refluxed at 90° C. overnight under nitrogen. The mixture was poured into 30 mL water solution and extracted with ethyl acetate (EtOAc) (3×10 mL). The combined organic layers were washed with brine (40 mL) and dried over anhydrous Na2SO4. The organic layer was concentrated in vacuo to obtain the crude mixture, which was purified by of silica gel flash chromatography, using EtOAc/hexane (gradient system), to obtain the product (2.3 g, 62%): 1H NMR (400 MHz, CDCL3).

1. extractionextracted with ethyl acetate (EtOAc) (3×10 mL)
2. washThe combined organic layers were washed with brine (40 mL)
3. dry with materialdried over anhydrous Na2SO4
4. concentrationThe organic layer was concentrated in vacuo
5. customto obtain the crude mixture, which
6. customwas purified by of silica gel flash chromatography

ORD-Eintrag

ord-887a94a1c010419a9cd0eab1798d9434

Quelldatensatz

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07989480B2