Hydrochloric Acid → 4-Pentyl-3-cyclohexenylcarboxylic acid

Ethyl 4-pentyl-3-cyclohexen-l-carboxylate (3.0 g) is added to a solution of water (27 ml) and potassium hydroxide (2.6 g). The mixture is stirred under reflux for 16 hours. The reaction mixture is then neutralized with a mixture of concentrated HCl (40 ml), water (40 ml), and ice (ca. 40 g), and the mixture extracted with dichloromethane (100 ml). The combined organic extracts are dried with sodium sulfate, and the solution concentrated in vacuo. The solid is recrystallized from a mixture of methanol (70 ml) and water (25 ml), resulting in the product, 4-pentyl-3-cyclohexen-1-carboxylic acid.

1. temperatureunder reflux for 16 hours
2. extractionthe mixture extracted with dichloromethane (100 ml)
3. dry with materialThe combined organic extracts are dried with sodium sulfate
4. concentrationthe solution concentrated in vacuo
5. customThe solid is recrystallized from a mixture of methanol (70 ml) and water (25 ml)

ORD record

ord-9095b4c11c8645fc9a09445c02a9bf68

Source dataset

uspto-grants-1993_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05271864