Реакция #354103

ord-f519d2b699f3406eb905f5043536ebb8

Уравнение реакции

COc1ccc([N+](=O)[O-])cc1CBr
2-methoxy-5-nitrobenzyl bromide
C1CNCCNCCNCCN1
1,4,7,10-tetraazacyclododecane
COc1ccc([N+](=O)[O-])cc1CN1CCNCCNCCNCC1
N-(2-methoxy-5-nitrobenzyl)-1,4,7,10-tetraazacyclododecane
Выход 79.0%

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Фильтрацияwas filtered
  2. 2
    Концентрированиеthe filtrate concentrated (in vacuo)
  3. 3
    Другоеto give a residue which
  4. 4
    Другоеwas chromatographed (silica, Solvent System 3)
  5. 5
    ДругоеThe monoalkylated product was isolated in 79 percent yield (MP=154°-156° C.)

Методика

To a stirred chloroform solution (20 ml) containing 2.9 g of 1,4,7,10-tetraazacyclododecane (16.8 mmole) was added a chloroform solution (20 ml) containing 2.1 g of 2-methoxy-5-nitrobenzyl bromide (8.5 mmole) in one portion. After stirring at room temperature for three hours the reaction mixture was filtered and the filtrate concentrated (in vacuo) to give a residue which was chromatographed (silica, Solvent System 3). The monoalkylated product was isolated in 79 percent yield (MP=154°-156° C.), and characterized by:

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05652361uspto-grants-1997_07