Pyridine → 6-Bromo-2-(bromomethyl)-3-fluoropyridine
反応式
S(Br)([Br:3])=O.[Br:5][C:6]1[N:11]=[C:10]([CH2:12]O)[C:9]([F:14])=[CH:8][CH:7]=1.N1C=CC=CC=1>C(Cl)Cl>[Br:5][C:6]1[N:11]=[C:10]([CH2:12][Br:3])[C:9]([F:14])=[CH:8][CH:7]=1参加物
5
実験手順
To a stirred solution thionyl bromide (2.44 g, 11.78 mmol, 1.05 eq.) in 50 ml dry DCM, cooled to 5° C., was added dropwise a solution of (6-bromo-3-fluoropyridin-2-yl)methanol (2.54 g, 11.22 mmol, 1 eq.) and pyridine (0.931 g, 11.78 mmol, 1.05 eq.) in 15 ml dry DCM. On complete addition, the cooling bath was removed, the reaction warmed to room temperature and stirred 1.5 hr. 150 ml of water and 150 ml of DCM were added and stirring allowed for 2 mins. The organic layer was separated, dried of MgSO4 and concentrated. The residue was purified by chromatography on silica gel to give 6-bromo-2-(bromomethyl)-3-fluoropyridine (2.89 g, 87% yield) as a white solid.
後処理
- additionOn complete addition
- customthe cooling bath was removed
- addition150 ml of water and 150 ml of DCM were added
- stirringstirring
- waitallowed for 2 mins
- customThe organic layer was separated
- dry with materialdried of MgSO4
- concentrationconcentrated
- customThe residue was purified by chromatography on silica gel
出典と根拠
- ORDレコード
- ord-b3399bd5cf3e406985a575a82f1604e6
- 出典データセット
- uspto-grants-2013_06
- 特許番号
- US08466176B2
反応ノート
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