Hydrochloric Acid → 1-Ethylcyclobutane-1-carboxylic acid

To a solution of lithium diisopropylamide (800 ml; 2.0 M THF solution) in THF (800 ml) was added dropwise over a period of 50 minutes under cooling with ice, a solution of cyclobutanecarboxylic acid (80 g) in THF (100 ml) and the mixture was stirred at room temperature for two hours. To the mixture ethyl iodide (64.0 ml) was added dropwise and the mixture was stirred at room temperature overnight. To the reaction solution was added 2N hydrochloric acid and the mixture was extracted with ethyl acetate. The organic layer was washed by water and a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and concentrated to give 1-ethylcyclobutanecarboxylic acid (142 g).

1. temperatureunder cooling with ice
2. extractionthe mixture was extracted with ethyl acetate
3. washThe organic layer was washed by water
4. dry with materiala saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate
5. concentrationconcentrated

ORD record

ord-7ff6bf60966240309587475510ca53c3

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06235780B1