Sodium borohydride → (3-Bromo-5-chloropyridin-4-yl)methanol
反応式
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:10])[C:7]=1[CH:8]=[O:9].[BH4-].[Na+]>C1COCC1.O.C(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([Cl:10])[C:7]=1[CH2:8][OH:9]参加物
6
実験手順
To the solution of 3-Bromo-5-chloro-pyridine-4-carbaldehyde (270 mg, 1.23 mmol) in THF (5 mL) and water (1 mL) was added NaBH4 (139 mg, 3.67 mmol). The resulting mixture was stirred for another 1 h, and was diluted with DCM. The organic layer was washed with water and brine. The aqueous layer was extracted with DCM. The combined extracts were separated and concentrated in vacuo to give 270 mg of title compound without further purification. ESI-MS m/z: 223.9 [M+1]+, Retention time 1.01 min. 1H-NMR (CDCl3, 400 MHz) δ 4.88 (s, 2H), 8.46 (s, 1H), 8.56 (s, 1H).
後処理
- washThe organic layer was washed with water and brine
- extractionThe aqueous layer was extracted with DCM
- customThe combined extracts were separated
- concentrationconcentrated in vacuo
出典と根拠
- ORDレコード
- ord-2ea079a706e54866b11fb4b926c42829
- 出典データセット
- uspto-grants-2013_08
- 特許番号
- US08519134B2
反応ノート
読み込み中…