Réaction #215022

Équation de réaction

ester

N-benzoyl-L-valyl-L-leucyl-L-lysine 1-naphthyl ester hydrochloride

sodium hydroxide

→

N-benzoyl-L-valyl-L-leucine

Rendement 65.0%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   workup.ADDITIONwas added to the solution
2. 2
   ConcentrationThe reaction mixture was concentrated at a low temperature
3. 3
   workup.DISTILLATIONafter which ethyl acetate and distilled water
4. 4
   workup.ADDITIONwere added to the residue
5. 5
   workup.STIRRINGThe resulting mixture was shaken
6. 6
   Autrethe aqueous layer was separated
7. 7
   AutreThe oily substance thus precipitated
8. 8
   Extractionwas extracted with ethyl acetate
9. 9
   Lavagethe extract was washed with water
10. 10
    Séchagedried over anhydrous magnesium sulfate
11. 11
    Autreevaporated under reduced pressure
12. 12
    Autreto remove the solvent

Mode opératoire

In 150 ml of methanol was dissolved 5.0 g of the above ester, and 20 ml of 1N sodium hydroxide solution was added to the solution. The mixture was stirred at room temperature for 8 hrs. The reaction mixture was concentrated at a low temperature, after which ethyl acetate and distilled water were added to the residue. The resulting mixture was shaken, and the aqueous layer was separated and made weakly acidic with 10% hydrochloric acid solution. The oily substance thus precipitated was extracted with ethyl acetate, and the extract was washed with water and dried over anhydrous magnesium sulfate, and thereafter evaporated under reduced pressure to remove the solvent, thereby obtaining 3.0 g (yield 65%) of a colorless oily substance of N-benzoyl-L-valyl-L-leucine.

Source