反応 #1483087

反応方程式

DDAIP

4

dodecyl 2-(dimethylamino)propanoate

phosphoric acid

→

dodecyl 2-(dimethylamino)propanoate phosphorate salt

収率 93.0%

溶媒

ethyl acetate

反応条件

後処理

1. 1
   workup.ADDITIONAfter addition
2. 2
   濃縮The reaction mixture was concentrated under vacuum
3. 3
   workup.STIRRINGstirred at RT for 2 h

実験手順

A stirred solution of DDAIP base 4 (100 g, 350 mmol) in ethyl acetate (500 mL) was cooled to 0° C. and then phosphoric acid 12 (34.38 g, 350 mmol) was added in one lot. After addition, the temperature of the reaction mixture was slowly raised to RT and stirred at RT for 12 h; the reaction mixture was monitored by TLC. The reaction mixture was concentrated under vacuum. The obtained sticky solid was taken in n-hexane (200 mL) and stirred at RT for 2 h to afford dodecyl 2-(dimethylamino)propanoate phosphorate salt (13, Nex-15) (125 g, 93%) as a sticky solid. 1H-NMR (400 MHz, CDCl3): δ 0.85 (t, 3H), 1.2-1.4 (m, 18H), 1.55 (d, 3H), 1.7 (q, 2H), 2.85 (s, 6H), 4.1 (q, 1H), 4.2 (t, 2H); LCMS: 286 (M++1); HPLC: 95.8%.

出典