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

反応式

[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

参加物

反応物 2

HCID 24813Phosphorus oxychloride

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

生成物 1

HCID 866283592-Chloro-7-fluoro-8-methylquinoxaline収率 65%

実験手順

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%).

後処理

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

出典と根拠

ORDレコード: ord-f488b29e33a24bdbb12b3a1b9acb6e33
出典データセット: uspto-grants-2010_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US07709483B2

反応ノート

読み込み中…

参加物