Реакция #698944

Уравнение реакции

2-(2-hydroxyethoxy)aniline

2-(2-chloroethoxy)ethanol

triethylamine

→

N-[2-(2-hydroxyethoxy)ethyl]-2-(2-hydroxyethoxy)aniline

Выход 53.0%

Растворители

dimethylformamide

Условия реакции

Обработка

1. 1
   ТемператураAfter cooling
2. 2
   Фильтрацияthe solution was filtered
3. 3
   Промывкаthe precipitate washed with dichioromethane
4. 4
   Концентрированиеthe filtrate concentrated in vacuo
5. 5
   Промывкаwashed twice with a small quantity of water
6. 6
   СушкаThe chloroform solution was then dried over sodium sulfate
7. 7
   Концентрированиеconcentrated
8. 8
   ДругоеThe viscous crude product was purified by column chromatography on silica gel 60 with toluene/acetone 1:2 as the mobile phase
9. 9
   Другое5 g of brown, viscous oil were obtained

Методика

6 g (39.17 mmol) 2-(2-hydroxyethoxy)aniline A3, 5 ml (5.85 g, 47 mmol) 2-(2-chloroethoxy)ethanol and 8.19 ml (5.95 g, 58.75 mmol) triethylamine were dissolved in 20 ml dimethylformamide and stirred for 4 days at 90° C. After cooling, the solution was filtered, the precipitate washed with dichioromethane and the filtrate concentrated in vacuo. The residue was taken up in chloroform and washed twice with a small quantity of water. The chloroform solution was then dried over sodium sulfate and concentrated. The viscous crude product was purified by column chromatography on silica gel 60 with toluene/acetone 1:2 as the mobile phase. 5 g of brown, viscous oil were obtained; yield 53%.

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