反応 #86613

反応方程式

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

HCl

diethyl ether

ammonia

→

title compound

収率 100.0%

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

収率 100.0%

溶媒

methylene chloride

methanol

methanol

反応条件

後処理

1. 1
   温度The solution was cooled to 0° C.
2. 2
   その他giving an immediate white precipitate
3. 3
   workup.WAITAfter 30 minutes
4. 4
   ろ過the slurry was filtered
5. 5
   ろ過the flask and filter cake
6. 6
   洗浄were rinsed with methylene chloride (68 mL)
7. 7
   濃縮The filtrate was concentrated

実験手順

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.

出典