تفاعل #58598

معادلة التفاعل

Potassium tert-butoxide

N-benzyl-N-(2-hydroxyethyl)chloroacetamide

→

oil

المردود 84.0%

4-Benzylmorpholin-3-one

المردود 84.0%

المذيبات

tert-butanol

tert-butanol

ظروف التفاعل

المعالجة

1. 1
   استخلاصthe resultant cloudy solution extracted with ethyl acetate
2. 2
   غسيلThe combined organic layers are washed with brine
3. 3
   تجفيفdried over magnesium sulphate
4. 4
   أخرىevaporated in vacuo

الإجراء التجريبي

A solution of N-benzyl-N-(2-hydroxyethyl)chloroacetamide (627.7 g, 2.76 mol) in tert-butanol (0.9 L) is stirred under nitrogen while warming to 25-30° C. Potassium tert-butoxide (2.897 L of a 1M solution in tert-butanol, 2.90 mol, 1.05 eq) is added over 2 hours. The reaction mixture is then stirred at room temperature for 90 minutes. Ice-cold water (6 L) is added and the resultant cloudy solution extracted with ethyl acetate. The combined organic layers are washed with brine, dried over magnesium sulphate and evaporated in vacuo to give a light brown oil (441 g, 84%), which is used in the next stage without further purification; MW 191.23; C11H13NO2; 1H NMR (CDCl3): 7.29-7.40 (5H, m), 4.67 (2H, s), 4.28 (2H, s), 3.87 (2H, t, 5 Hz), 3.31 (2H, t, 5 Hz); LCMS: (12 min method) m/z 192 [M+H]+RT 1.00 min.

المصدر