Dimethylformamide → 1-Ethoxymethoxy-4-pentafluoroethyl benzene

Temperatur

145 °C

A mixture of 7.5 g of crude product of 1-ethoxymethoxy-4-iodobenzene, 10.0 g of sodium pentafluoropropionate salt, 10.27 g of copper (I) iodide, 120 ml of DMF and 45 ml of toluene was stirred while heating at 140 to 150° C. for one hour to remove about 40 ml of toluene. The reaction mixture was heated to reflux at 160 to 170° C. for further five hours, and then cooled to room temperature and poured into ice water. To the reaction mixture, 200 ml of diethyl ether was added. The reaction mixture was filtered through Celite™. The filtrate was extracted with diethyl ether. The combined organic layers were washed with water and a saturated sodium chloride solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give 5.45 g of 1-ethoxymethoxy-4-pentafluoroethyl benzene.

1. customto remove about 40 ml of toluene
2. temperatureThe reaction mixture was heated
3. temperatureto reflux at 160 to 170° C. for further five hours
4. temperaturecooled to room temperature
5. additionpoured into ice water
6. additionTo the reaction mixture, 200 ml of diethyl ether was added
7. filtrationThe reaction mixture was filtered through Celite™
8. extractionThe filtrate was extracted with diethyl ether
9. washThe combined organic layers were washed with water
10. dry with materiala saturated sodium chloride solution, dried over anhydrous magnesium sulfate
11. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-d19aade22e5a4201a2364e1c07817bd4

Quelldatensatz

uspto-grants-2012_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08242133B2