Ammonia → 3,3-dicyclopropylpropanoic Acid

Reaction equation

[OH-:1].[K+].[CH:3]1([CH:6]([CH:10]2[CH2:12][CH2:11]2)[CH2:7][C:8]#N)[CH2:5][CH2:4]1.N.Cl.[OH2:15]>C(O)COCCO>[CH:3]1([CH:6]([CH:10]2[CH2:12][CH2:11]2)[CH2:7][C:8]([OH:15])=[O:1])[CH2:5][CH2:4]1

Participants

Reactant 5

HCID 222Ammonia

HCID 313Hydrochloric Acid

HCID 962Water2×

HCID 14797Potassium Hydroxide

HCID 107730223,3-Dicyclopropylpropionitrile

Product 1

HCID 108445973,3-dicyclopropylpropanoic AcidYield 83%

Reagents, catalysts & solvents 1

Procedure

45 g of potassium hydroxide are dissolved in 65 ml of water. 100 ml of diethylene glycol are added to the above solution followed by 30 g of the product obtained in stage A. The mixture is refluxed until the evolution of ammonia ceases. After cooling, 700 ml of water are added and the mixture is acidified with 12N hydrochloric acid. After extraction with ether, the ethereal phases are pooled, washed with water until neutral, dried and evaporated. The expected product is obtained after distillation.