Реакция #2383767

Уравнение реакции

N,N-bis-(tert-butoxycarboxy-methyl)-2-bromoethylamine

diisopropylethylamine

ethylmercaptan

→

N,N-Bis-(tert-butoxycarboxy-methyl)-S-ethyl-2-mercaptoethylamine

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ТемператураThe reaction mixture is refluxed overnight
2. 2
   ЭкстракцияThen, the solution is extracted twice with semi-saturated, aqueous sodium bicarbonate solution
3. 3
   ДругоеThe organic phase is dried on sodium sulfate
4. 4
   Другоеthe solvent is evaporated in a vacuum
5. 5
   ДругоеThe residue is chromatographed on silica gel (eluant: dichloromethane/methanol 99:1)

Методика

3.52 g (10 mmol) of N,N-bis-(tert-butoxycarboxy-methyl)-2-bromoethylamine is dissolved in 50 ml of absolute dichloromethane and mixed with 1.29 g (10 mmol) of diisopropylethylamine and 0.621 g (10 mmol) of ethylmercaptan. The reaction mixture is refluxed overnight. Then, the solution is extracted twice with semi-saturated, aqueous sodium bicarbonate solution. The organic phase is dried on sodium sulfate, and the solvent is evaporated in a vacuum. The residue is chromatographed on silica gel (eluant: dichloromethane/methanol 99:1).

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