反応 #674304

反応方程式

4-(benzyloxy)cyclohexanecarboxylic acid

triethylamine

ethyl chloroformate

→

4-(benzyloxy)cyclohexanecarboxamide

収率 96.9%

溶媒

DCM

反応条件

後処理

1. 1
   その他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
   その他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
   その他The layer was separated
7. 7
   抽出the aqueous phase was extracted with DCM (3×100 mL)
8. 8
   洗浄The combined organic solution was washed with brine (50 mL)
9. 9
   乾燥dried over anhydrous Na2SO4
10. 10
    濃縮concentrated

実験手順

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.

出典