Реакция #1509612

Уравнение реакции

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

Выход 60.0%

Растворители

water

ethanol

Условия реакции

Обработка

1. 1
   Температураto reflux for 24 h
2. 2
   workup.ADDITIONby adding weakly acidic resin
3. 3
   ФильтрацияThe resin is filtered off
4. 4
   Промывкаwashed with water
5. 5
   workup.ADDITIONA strongly basic resin is added to the filtrate
6. 6
   Фильтрацияfiltered off
7. 7
   Промывкаwashed twice with water
8. 8
   ПромывкаThe product is eluted with 50% acetic acid
9. 9
   ДругоеAfter evaporation to dryness
10. 10
    Другоеthe product is obtained in the form of brown crystals

Методика

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%.

Источник