反应详情

温度

80 °C

Under a nitrogen atmosphere, a solution of 25 grams (0.093 mole) of 2,6-dichloro-4-phenylmethoxyphenol (known compound), 19.5 grams (0.10 mole) of 4-bromobutyl acetate and 19.4 grams (0.14 mole) of potassium carbonate in 400 mL of DMF was stirred at ambient temperature for two hours, then it was heated to 80° C. where it was maintained during a 20 hour period. After this time the reaction mixture was allowed to cool to ambient temperature where it stirred during an additional 20 hour period. The reaction mixture was then stirred with 400 mL of water, saturated with sodium chloride and extracted with four 150 mL portions of diethyl ether. The combined extracts were washed with two 150 mL portions of water, dried with sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to a residue. The crude residue was purified with column chromatography on silica gel using 1:1 methylene chloride:hexane as an eluant. The appropriate fractions were combined and concentrated under reduced pressure, yielding 33.1 grams of compound the subject compound. The NMR spectrum was consistent with the proposed structure.

1. temperaturewas maintained during a 20 hour period
2. temperatureto cool to ambient temperature where it
3. extractionextracted with four 150 mL portions of diethyl ether
4. washThe combined extracts were washed with two 150 mL portions of water
5. dry with materialdried with sodium sulfate
6. filtrationfiltered
7. concentrationThe filtrate was concentrated under reduced pressure to a residue
8. customThe crude residue was purified with column chromatography on silica gel using 1:1 methylene chloride
9. concentrationconcentrated under reduced pressure