Реакция #805924

Уравнение реакции

chloro

2-Chloro-N-(phenanthridin-6-ylmethyl)acetamide

cyclen

triethylamine

→

product 10

Выход 47.1%

N-(phenanthridin-6-ylmethyl)-2(1,4,7,10-tetraazacyclododecan-1-yl)acetamide

Выход 47.1%

Растворители

CHCl3

CHCl3

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture was heated
2. 2
   Температураto reflux under N2 (g) for 23 hours
3. 3
   Промывкаwashed with NaOH (aq) (1.0 M, 3×5 mL) and H2O (3×5 mL)
4. 4
   СушкаThe organic phase was dried over MgSO4
5. 5
   Концентрированиеconcentrated under reduced pressure

Методика

A solution of the chloro 9 (20.0 mg, 70.2 μmol) in anhydrous CHCl3 (5 mL) was added to a solution of cyclen (48.4 mg, 0.281 mmol) and triethylamine (11.7 μL, 84.2 μmol) in anhydrous CHCl3 (15 mL) under N2 (g). The reaction mixture was heated to reflux under N2 (g) for 23 hours. The reaction mixture was then allowed to cool to room temperature and washed with NaOH (aq) (1.0 M, 3×5 mL) and H2O (3×5 mL). The organic phase was dried over MgSO4, and concentrated under reduced pressure yielding product 10 as a colorless oil (13.9 mg, 47.1%). This procedure follows closely that developed by Gunnlaugsson and coworkers. (Massue et al. Tetrahedron Lett., 2007, 48, 8052-8055).

Источник