Water → 8-Chloro-6-methoxyquinoline
反応式
[Cl:1][C:2]1[CH:3]=[C:4]([OH:12])[CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2.[C:13]([O-])([O-])=O.[K+].[K+].IC.O>CN(C)C=O>[Cl:1][C:2]1[CH:3]=[C:4]([O:12][CH3:13])[CH:5]=[C:6]2[C:11]=1[N:10]=[CH:9][CH:8]=[CH:7]2参加物
6
実験手順
To a solution of 3.3 g of 8-chloro-6-hydroxyquinoline (Step 1, 3.3 g) in dimethylformamide was added K2CO3 (3.8 g), followed by iodomethane (5.2 g). The mixture was stirred at room temperature overnight. Water was then added and the aqueous mixture was extracted with CH2Cl2. The combined organic layers were dried over anhydrous MgSO4, filtered and concentrated on a rotary evaporator. The crude product was purified by flash chromatography on silica gel using 100% CH2Cl2, to give 2.2 g of the desired product as a beige solid; MP=74-75° C.; MS (ES) m/z (relative intensity): 194 (M+H)+ (100).
後処理
- extractionthe aqueous mixture was extracted with CH2Cl2
- dry with materialThe combined organic layers were dried over anhydrous MgSO4
- filtrationfiltered
- concentrationconcentrated on a rotary evaporator
- customThe crude product was purified by flash chromatography on silica gel using 100% CH2Cl2
出典と根拠
- ORDレコード
- ord-290954727a2c465487a8fae208271f78
- 出典データセット
- uspto-grants-2010_03
- 特許番号
- US07671056B2
反応ノート
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