تفاعل #674304

معادلة التفاعل

4-(benzyloxy)cyclohexanecarboxylic acid

triethylamine

ethyl chloroformate

→

4-(benzyloxy)cyclohexanecarboxamide

المردود 96.9%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   أخرىdried NH3 was bubbled rapidly into the liquid for 20 min
2. 2
   workup.STIRRINGThe mixture was stirred at −15° C. for 30 min
3. 3
   أخرىput into the fridge (−20° C.) overnight
4. 4
   درجة الحرارةwarm to room temperature
5. 5
   workup.ADDITIONH2O (100 mL) was added
6. 6
   أخرىThe layer was separated
7. 7
   استخلاصthe aqueous phase was extracted with DCM (3×100 mL)
8. 8
   غسيلThe combined organic solution was washed with brine (50 mL)
9. 9
   تجفيفdried over anhydrous Na2SO4
10. 10
    تركيزconcentrated

الإجراء التجريبي

To a solution of 4-(benzyloxy)cyclohexanecarboxylic acid (5.4 g, 23 mmol, 1.0 equiv) and triethylamine (4.82 mL, 34.57 mmol, 1.5 equiv) in DCM (dry, 40 mL) was added ethyl chloroformate (3.0 mL, 31.1 mmol, 1.35 equiv) dropwise between −20 and −10° C. under N2. The white precipitate appeared. The mixture was stirred at about −15° C. for 10 min, dried NH3 was bubbled rapidly into the liquid for 20 min. The mixture was stirred at −15° C. for 30 min, then put into the fridge (−20° C.) overnight. The flask was released the pressure and warm to room temperature. H2O (100 mL) was added. The layer was separated and the aqueous phase was extracted with DCM (3×100 mL). The combined organic solution was washed with brine (50 mL), dried over anhydrous Na2SO4, concentrated to give 5.2 g (96.7%) of 4-(benzyloxy)cyclohexanecarboxamide as a off-white solid.

المصدر