반응 #470430

반응 방정식

4-aminobenzoic acid

cyclohexanecarbonyl chloride

Et3N

NaOH

methyl 4-(cyclohexanecarboxamido)benzoate

→

48d

수율 92.0%

4-(Cyclohexanecarboxamido)benzoic acid

수율 92.0%

용매

THF

반응 조건

후처리

1. 1
   workup.STIRRINGthe reaction mixture was stirred for 5 h at room temperature
2. 2
   기타The THF was removed by rotary evaporation and 1N aqueous HCl
3. 3
   workup.ADDITIONwas added
4. 4
   기타to precipitate the product, which
5. 5
   여과was filtered

실험 절차

A mixture of 4-aminobenzoic acid 48a (1.98 mmol, 300 mg), cyclohexanecarbonyl chloride 48b (1.98 mmol, 291 mg), and Et3N (2.52 mmol, 0.43 mL) in 6 mL of THF was stirred at room temperature overnight. 1N aqueous NaOH (7.9 mmol, 7.9 mL) was added to the mixture (containing methyl 4-(cyclohexanecarboxamido)benzoate 48c) and the reaction mixture was stirred for 5 h at room temperature. The THF was removed by rotary evaporation and 1N aqueous HCl was added to precipitate the product, which was filtered to give 480 mg (92%) of 48d.

출처