Reaction #470377

Reaction equation

cyclen

2-bromo-5-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanoic acid benzyl ester

→

product

Yield 81.3%

5-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-2-(1,4,7,10-tetraazacyclododec-1-yl)pentanoic acid benzyl ester

Yield 81.3%

Solvents

CH3CN

CH3CN

Conditions

Workup

1. 1
   workup.ADDITIONare added dropwise
2. 2
   FiltrationThe precipitate is filtered off
3. 3
   Washwashed thoroughly with acetonitrile

Procedure

55 g of cyclen base (320 mmol) are dissolved in 550 ml of CH3CN, to which 119.8 g of brominated derivative (2-bromo-5-(1,3-dioxo-1,3-dihydroisoindol-2-yl)pentanoic acid benzyl ester, 288 mmol) dissolved in 550 ml of CH3CN are added dropwise. The medium is stirred at ambient temperature overnight. The precipitate is filtered off and washed thoroughly with acetonitrile. 138 g of product are obtained in the form of a white powder (corrected yield 81.3%).

Source