反应 #674304

反应方程式

4-(benzyloxy)cyclohexanecarboxylic acid

triethylamine

ethyl chloroformate

→

4-(benzyloxy)cyclohexanecarboxamide

收率 96.9%

溶剂

DCM

反应条件

后处理

1. 1
   其他dried 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
   其他put into the fridge (−20° C.) overnight
4. 4
   温度warm to room temperature
5. 5
   workup.ADDITIONH2O (100 mL) was added
6. 6
   其他The layer was separated
7. 7
   萃取the aqueous phase was extracted with DCM (3×100 mL)
8. 8
   洗涤The combined organic solution was washed with brine (50 mL)
9. 9
   干燥dried over anhydrous Na2SO4
10. 10
    浓缩concentrated

实验过程

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.

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