반응 #61661

반응 방정식

sodium chloride

7-benzyloxy-5-(2-chloro-acetyl)-1H-quinolin-2-one

lithium borohydride

sodium hydroxide

→

7-benzyloxy-5-oxiranyl-1H-quinolin-2-one

용매

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.STIRRINGthe mixture is stirred for a further 4 hours
2. 2
   여과filtered
3. 3
   추출extracted repeatedly with ethyl acetate/tetrahydrofuran (1:1)
4. 4
   여과suction filtered
5. 5
   기타dried

실험 절차

6.0 g (18.3 mmol) 7-benzyloxy-5-(2-chloro-acetyl)-1H-quinolin-2-one are placed in 150 mL tetrahydrofuran and at 0 to 5° C. combined with 434 mg (19.9 mmol) lithium borohydride. The mixture is stirred for 30 minutes, then 43 mL of a 2.5 molar sodium hydroxide solution are added and the mixture is stirred for a further 4 hours wwhile being heated to ambient temperature. The mixture is combined with sodium chloride solution, filtered and extracted repeatedly with ethyl acetate/tetrahydrofuran (1:1). The filtered-off solid and the organic phases are combined and freed from the solvent. The residue is suspended in methanol, suction filtered and dried.

출처