Sodium Carbonate → 5-Bromo-2-phenylpyridine
反応式
Br[C:2]1[CH:7]=[CH:6][C:5]([Br:8])=[CH:4][N:3]=1.[C:9]1(B(O)O)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.C(=O)([O-])[O-].[Na+].[Na+]>C1(C)C=CC=CC=1.C(O)C>[Br:8][C:5]1[CH:6]=[CH:7][C:2]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[N:3][CH:4]=1参加物
6
実験手順
To a solution of 2,5-dibromopyridine (1.00 g) in toluene (10 mL) and ethanol (5 mL) was added phenylboronic acid (515 mg), sodium carbonate (1.34 g) and tetrakis (triphenylphosphine)palladium(0) (24 mg) and the reaction mixture was heated at reflux for 16 h. After cooling to room temperature, the reaction was quenched with water (30 mL) and extracted into ethylacetate (2×30 mL). The organic layers were washed with brine (40 mL), dried (MgSO4), reduced in vacuo and purified on silica to give 5-bromo-2-phenyl-pyridine as a white solid.
後処理
- temperaturethe reaction mixture was heated
- temperatureat reflux for 16 h
- customthe reaction was quenched with water (30 mL)
- extractionextracted into ethylacetate (2×30 mL)
- washThe organic layers were washed with brine (40 mL)
- dry with materialdried (MgSO4)
- custompurified on silica
出典と根拠
- ORDレコード
- ord-3d87b352055d4d229c75f9428be6e9dd
- 出典データセット
- uspto-grants-2013_02
- 特許番号
- US08383620B2
反応ノート
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