تفاعل #531854

معادلة التفاعل

HCl

4-aminobutyric acid

DBU

cyclohexyl isocyanate

→

4-(3-Cyclohexyl-ureido)-butyric acid

المردود 76.0%

المذيبات

NaOH

ظروف التفاعل

المعالجة

1. 1
   workup.ADDITIONThe mixture was strongly mixed at room temperature overnight
2. 2
   ترشيحThe formed white solid was collected by filtration
3. 3
   أخرىThe mixture was purified by chromatography on a silica column (8×3 cm)
4. 4
   غسيلElution with a mixture 50:50:1 of hexane
5. 5
   أخرىethyl acetate:acetic acid gave the pure targeted product

الإجراء التجريبي

To a cold solution of 4-aminobutyric acid (2.16 g, 21 mmol) and catalytic amount of DBU in 22 mL of 1.0 N NaOH, 2.5 g (20 mmol) of cyclohexyl isocyanate were added in one time. The mixture was strongly mixed at room temperature overnight. The reaction was then acidified with concentrated HCl. The formed white solid was collected by filtration. The mixture was purified by chromatography on a silica column (8×3 cm). Elution with a mixture 50:50:1 of hexane:ethyl acetate:acetic acid gave the pure targeted product. The resulting white crystal (3.46 g; yield: 76%) had a mp of 153.0-154.0° C. [M+H]+ 281.18.

المصدر