Potassium Carbonate → HCID 67428436, Verbindung

A mixture of 0.374 g (2 mmole) of 5-fluoro-2-methoxy-4-nitro-phenol, 0.439 g (2.10 mmole) of 2-(2-bromo-ethoxy)-tetrahydro-pyran, 0.828 g (6.0 mmole) of potassium carbonate and 5 mL of dimethylformamide was heated at 80 degrees for 4 hours. The cooled mixture was poured into 50 mL of dilute ammonium chloride solution and extracted three times with 25 mL of ethyl acetate. The combined organic extracts were washed three times with 25 mL of water, once with 25 mL of brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel chromatography, eluting with ethyl acetate-hexanes (gradient 20:80-30:70) to give 0.370 g of 2-[2-(5-fluoro-2-methoxy-4-nitro-phenoxy)-ethoxy]-tetrahydro-pyran (IV.44) as a yellow oil.

1. temperaturewas heated at 80 degrees for 4 hours
2. extractionextracted three times with 25 mL of ethyl acetate
3. washThe combined organic extracts were washed three times with 25 mL of water
4. dry with materialonce with 25 mL of brine, dried over anhydrous magnesium sulfate
5. filtrationfiltered
6. concentrationconcentrated under reduced pressure
7. customThe residue was purified by silica gel chromatography
8. washeluting with ethyl acetate-hexanes (gradient 20:80-30:70)

ORD-Eintrag

ord-a12e779b4ae7417f9a4f0adfb6261062

Quelldatensatz

uspto-grants-2011_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08044213B2