Réaction #1509612

Équation de réaction

compound

2-(6,9-Bisethoxycarbonylmethyl-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-3-yl)pentanedioic acid diethyl ester

sodium hydroxide

→

2-(6,9-Biscarboxymethyl-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-trien-3-yl)pentanedioic acid

Rendement 60.0%

Solvants

water

ethanol

Conditions de réaction

Traitement

1. 1
   Températureto reflux for 24 h
2. 2
   workup.ADDITIONby adding weakly acidic resin
3. 3
   FiltrationThe resin is filtered off
4. 4
   Lavagewashed with water
5. 5
   workup.ADDITIONA strongly basic resin is added to the filtrate
6. 6
   Filtrationfiltered off
7. 7
   Lavagewashed twice with water
8. 8
   LavageThe product is eluted with 50% acetic acid
9. 9
   AutreAfter evaporation to dryness
10. 10
    Autrethe product is obtained in the form of brown crystals

Mode opératoire

15 mg of the compound obtained in stage 2 (26.5 μmol) are dissolved in 40 μl of ethanol and 53 μl of 5N sodium hydroxide are added dropwise rapidly. The mixture is brought to reflux for 24 h. The reaction medium is diluted 10-fold with water and the pH is then adjusted to 6.5 by adding weakly acidic resin. The resin is filtered off and washed with water. A strongly basic resin is added to the filtrate and then filtered off and washed twice with water. The product is eluted with 50% acetic acid. After evaporation to dryness, the product is obtained in the form of brown crystals. m=8 mg. Yield=60%.

Source