Реакция #86613

Уравнение реакции

N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride

HCl

diethyl ether

ammonia

→

title compound

Выход 100.0%

N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride

Выход 100.0%

Растворители

methylene chloride

methanol

methanol

Условия реакции

Обработка

1. 1
   ТемператураThe solution was cooled to 0° C.
2. 2
   Другоеgiving an immediate white precipitate
3. 3
   workup.WAITAfter 30 minutes
4. 4
   Фильтрацияthe slurry was filtered
5. 5
   Фильтрацияthe flask and filter cake
6. 6
   Промывкаwere rinsed with methylene chloride (68 mL)
7. 7
   КонцентрированиеThe filtrate was concentrated

Методика

To a solution of N2-(tert-butoxycarbonyl)-N2-methyl-N-[3-(triphenylphosphonio)propyl]glycinamide chloride (7.6 g, 14 mol) in methylene chloride (38 mL) and methanol (4.2 mL) was added 2.0 M HCl in diethyl ether (16 mL, 32 mmol), and the mixture was stirred overnight at room temperature. The solution was cooled to 0° C. and treated with 7 M ammonia in methanol (6.0 mL, 42 mmol), giving an immediate white precipitate. After 30 minutes, the slurry was filtered and the flask and filter cake were rinsed with methylene chloride (68 mL). The filtrate was concentrated to give the title compound (6.2 g, 100%) as a crude white solid.

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