Diethyl Ether → HCID 12769198, compound

3.9 g (0.045 mole) of 3-hydroxytetrahydrofuran, 2.5 g (0.045 mole) of potassium hydroxide and 100 ml of dioxane were mixed with stirring. To the resulting solution was added at room temperature, a solution of 7.2 g (0.015 mole) of 2,4-bis(2,4-dichloro-6-fluorophenoxy)-nitrobenzene in 20 ml of dioxane. Then, the mixture was stirred for 2 hours while maintaining at 60° to 70° C. to perform ether exchange reaction. The reaction mixture was allowed to cool, and poured into 300 ml of cold water. It was extracted with 200 ml of benzene with shaking. The benzene layer was fully washed with water and dried over anhydrous sodium sulfate. The benzene was distilled off under reduced pressure to afford 5.5 g (94.7%) of a pale yellow oily product. The oily product was chromatographed on a silica gel column using chloroform as an eluent to afford 4 g (68.9%) of the title compound.

1. additionTo the resulting solution was added at room temperature
2. stirringThen, the mixture was stirred for 2 hours
3. temperaturewhile maintaining at 60° to 70° C.
4. temperatureto cool
5. extractionIt was extracted with 200 ml of benzene
6. stirringwith shaking
7. washThe benzene layer was fully washed with water
8. dry with materialdried over anhydrous sodium sulfate
9. distillationThe benzene was distilled off under reduced pressure

ORD record

ord-d217ae4e43174363ac045fdc09432234

Source dataset

uspto-grants-1981_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04308051