반응 #417253

반응 방정식

cyclohexane-1,2-dione

phenylalanineamide hydrochloride

hydrochloric acid

sodium bicarbonate

NaOH

→

2-hydroxy-3-benzyl-5,6,7,8-tetrahydroquinoxaline

수율 82.1%

용매

methanol

methanol

반응 조건

후처리

1. 1
   온도with cooling below -30° C.
2. 2
   workup.STIRRINGwas further stirred at room temperature for 3 hours
3. 3
   workup.ADDITIONwas added after 10 minutes
4. 4
   workup.STIRRINGstirring
5. 5
   workup.DISTILLATIONthe solvent then being distilled off in vacuo
6. 6
   workup.ADDITIONThe residue, to which was added water
7. 7
   추출was extracted three times with chloroform
8. 8
   건조the extract was dried with anhydrous magnesium sulfate
9. 9
   농축concentrated in vacuo
10. 10
    기타The residue was recrystallized from acetone
11. 11
    기타to obtain the product

실험 절차

A methanol (30 ml) solution of cyclohexane-1,2-dione (13.44 g, 0.12M) was added to phenylalanineamide hydrochloride (20.05 g, 0.1M) dissolved in methanol (200 ml) with cooling below -30° C., and aqueous 12.5N-NaOH (20 ml) was added dropwise thereto. The reaction mixture was stirred at below -30° C. for 30 minutes and was further stirred at room temperature for 3 hours. Conc. hydrochloric acid (25 ml) was added to the reaction mixture, and sodium bicarbonate (15 g) was added after 10 minutes stirring, the solvent then being distilled off in vacuo. The residue, to which was added water, was extracted three times with chloroform, and the extract was dried with anhydrous magnesium sulfate and concentrated in vacuo. The residue was recrystallized from acetone to obtain the product. (19.7 g, yield: 82.1%).

출처