Phosphorus oxychloride → 2-Chloro-7-fluoro-8-methylquinoxaline

반응식

[F:1][C:2]1[C:11]([CH3:12])=[C:10]2[C:5]([N:6]=[CH:7][C:8](=O)[NH:9]2)=[CH:4][CH:3]=1.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:8]1[CH:7]=[N:6][C:5]2[C:10](=[C:11]([CH3:12])[C:2]([F:1])=[CH:3][CH:4]=2)[N:9]=1

참가 물질

반응물 2

HCID 24813Phosphorus oxychloride

HCID 451217207-Fluoro-8-methylquinoxalin-2(1H)-one

생성물 1

HCID 866283592-Chloro-7-fluoro-8-methylquinoxaline수율 65%

실험 절차

7-Fluoro-8-methyl-2(1H)-quinoxalinone (5.75 g, 32.3 mmol) in phosphorus oxychloride (30 ml) was heated under reflux for 2 h. Phosphorus oxychloride was removed by evaporation, and the residue was basified with aqueous sodium bicarbonate and extracted several times with ethyl acetate. The extracts were dried and evaporated, and the residue was dissolved in dichloromethane and passed quickly through a short column of silica (20 g), washing through with more dichloromethane. Removal of solvent gave product (4.13 g, 65%).

후처리

temperatureunder reflux for 2 h
customPhosphorus oxychloride was removed by evaporation
extractionextracted several times with ethyl acetate
customThe extracts were dried
customevaporated
dissolutionthe residue was dissolved in dichloromethane
washwashing through with more dichloromethane
customRemoval of solvent

출처 및 근거

ORD 기록: ord-f488b29e33a24bdbb12b3a1b9acb6e33
출처 데이터셋: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US07709483B2

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