Reacción #86613

Ecuación de reacción

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

HCl

diethyl ether

ammonia

→

title compound

Rendimiento 100.0%

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

Rendimiento 100.0%

Disolventes

methylene chloride

methanol

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe solution was cooled to 0° C.
2. 2
   Otrogiving an immediate white precipitate
3. 3
   workup.WAITAfter 30 minutes
4. 4
   Filtraciónthe slurry was filtered
5. 5
   Filtraciónthe flask and filter cake
6. 6
   Lavadowere rinsed with methylene chloride (68 mL)
7. 7
   ConcentraciónThe filtrate was concentrated

Procedimiento

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.

Fuente