تفاعل #1483093

معادلة التفاعل

DDAIP

4

dodecyl 2-(dimethylamino)propanoate

2-hydroxyethanesulfonic acid

→

dodecyl 2-(dimethylamino)propanoate 2-hydroxyethanesulfonate salt

المردود 96.2%

المذيبات

ethyl acetate

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONAfter addition
2. 2
   تركيزThe reaction mixture was concentrated under vacuum
3. 3
   workup.STIRRINGstirred at RT for ½ h (No solid)
4. 4
   workup.WAITThe obtained sticky solid was kept in deep freezer for 48 h

الإجراء التجريبي

To a stirred solution of DDAIP base 4 (85 g, 298 mmol) in ethyl acetate (500 mL) cooled to 0° C. was added 2-hydroxyethanesulfonic acid 24 (80% pure only) (45 g, 357 mmol) in one lot. After addition, the temperature of the reaction mixture was slowly raised to room temperature and stirred at RT for 12 h; the reaction mixture was monitored by TLC. The reaction mixture was concentrated under vacuum. The obtained residue was taken in n-hexane (20 mL) and stirred at RT for ½ h (No solid). The obtained sticky solid was kept in deep freezer for 48 h to afford dodecyl 2-(dimethylamino)propanoate 2-hydroxyethanesulfonate salt (25, Nex-46) (125 g, yield: 96.15%) as a waxy hygroscopic solid, Mp: 58-63° C. 1H-NMR (400 MHz, CDCl3): δ 0.8 (t, 31H), 1.2-1.3 (m, 181H), 1.6 (d, 3H), 2.9 (s, 6H), 3.05 (t, 2H), 3.9 (t, 2H), 4.1 (q, 2H), 4.2 (t, 2H); LCMS: 286 (M++1); HPLC: 100%.

المصدر