反应详情

温度

-30 °C

1-(4'-Chlorophenyl)-2-methyl-1-propanol (9.6 grams, 0.05 moles), ethanol (4.5 grams, 0.1 mole), and hexane (32 grams) are charged into a 300 cubic centimeter Hastelloy C autoclave. The autoclave is purged twice with nitrogen, evacuated to 100 mm Hg, and cooled to -30° C. Hydrogen fluoride (75 grams, 3.25 mole) is then added and the reactor is pressurized to 600 psig with carbon monoxide. The reaction mass is stirred for about an hour at room temperature. The hydrogen fluoride is vented and the contents are removed and poured onto crushed ice. A solution of 45% potassium hydroxide is added to the mixture until the pH of the mixture is adjusted to 6.0-6.5. The mixture is then extracted with ethyl acetate (3 times with 150 ml of ethyl acetate each time). The combined organic extract is dried with anhydrous magnesium sulfate, filtered, and concentrated to yield the crude product. The crude product is distilled under vacuum to give pure ethyl 2,2-dimethyl-3-(4'-chlorophenyl)propanoate.

1. customThe autoclave is purged twice with nitrogen
2. customevacuated to 100 mm Hg
3. customthe contents are removed
4. additionpoured
5. customonto crushed ice
6. additionA solution of 45% potassium hydroxide is added to the mixture until the pH of the mixture
7. extractionThe mixture is then extracted with ethyl acetate (3 times with 150 ml of ethyl acetate each time)
8. extractionThe combined organic extract
9. dry with materialis dried with anhydrous magnesium sulfate
10. filtrationfiltered
11. concentrationconcentrated
12. customto yield the crude product
13. distillationThe crude product is distilled under vacuum