Ethanol → Ethyl pivalate

Absolute ethanol (1035 ml) was added to 306 grams of neopentanoic acid (Exxon) in a flask fitted with a heating mantle and a reflux condenser. To this mixture was slowly added 65 ml of concentrated sulfuric acid (Mallinckrodt). The mixture was then heated under reflux for three hours. Heating was discontinued and the hot mixture was extracted with 4 liters of a 10% sodium carbonate solution. The organic layer which separated was collected and dried overnight with magnesium sulfate. It was then filtered and purified by distillation at atmospheric pressure. A low heat was first applied in order to collect a fraction at a temperature of 73° C. consisting principally of ethanol. When the head temperature began to drop, the heat was raised and a second fraction, consisting of ethyl pivalate was collected from 108°-111° C. This pure ethyl pivalate (yield about 77%) was then dried over magnesium sulfate.

1. customfitted with a heating mantle and a reflux condenser
2. temperatureThe mixture was then heated
3. temperatureunder reflux for three hours
4. temperatureHeating
5. extractionthe hot mixture was extracted with 4 liters of a 10% sodium carbonate solution
6. customThe organic layer which separated
7. customwas collected
8. dry with materialdried overnight with magnesium sulfate
9. filtrationIt was then filtered
10. distillationpurified by distillation at atmospheric pressure
11. temperatureA low heat
12. customto collect a fraction at a temperature of 73° C.
13. temperaturethe heat was raised
14. customwas collected from 108°-111° C

ORD record

ord-57144150264e4b4e9990a5484658303c

Source dataset

uspto-grants-1981_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04251233