Ethanol → Ethyl cyclopentylacetate
Reaction equation
S(=O)(=O)(O)O.[CH:6]1([CH2:11][C:12]([OH:14])=[O:13])[CH2:10][CH2:9][CH2:8][CH2:7]1.[CH3:15][CH2:16]O>>[CH2:15]([O:13][C:12](=[O:14])[CH2:11][CH:6]1[CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:16]Participants
4
Procedure
Concentrated sulfuric acid (1 mL) was added to a solution of cyclopentylacetic acid (5.8 mL, 46 mmol) in anhydrous EtOH (15 mL) and heated to reflux for 3 hours. Thereafter, volatiles were removed under reduced pressure and the residue was diluted with water and ethyl acetate. The organic layer was separated, washed with 5% sodium bicarbonate, brine, dried over Na2SO4, and filtered. After evaporation of solvent under reduced pressure, a syrupy cyclopentylacetic acid ethyl ester was obtained and used in the next step without further purification.
Workup
- temperatureheated
- temperature