Reaction #927266

ord-cf19c3b1ee5b4fdeb74266067d37b03a

Reaction equation

CCCCCCCCC1=CC1C(=O)OCC
Ethyl 2-octylcycloprop-2-ene-1-carboxylate
[K+].[OH-]
potassium hydroxide
CCCCCCCCC1=CC1C(=O)O
2-octylcycloprop-2-ene-1-carboxylic acid
Yield 81.5%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherthe phases were separated
  2. 2
    Extractionextracted with methylene chloride
  3. 3
    DryingThe organic phase was dried over magnesium sulfate

Procedure

Ethyl 2-octylcycloprop-2-ene-1-carboxylate (1.12 g, 5 mmol) and 100 ml of 0.2 N potassium hydroxide were stirred at room temperature for one week. Ether was added and the phases were separated. The aqueous phase was acidified and extracted with methylene chloride. The organic phase was dried over magnesium sulfate and stripped to give 0.8 g of 2-octylcycloprop-2-ene-1-carboxylic acid.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06365549B2uspto-grants-2002_04