Phosphorus oxychloride → 2-Chloro-6-hydroxyquinoline-5-carbaldehyde
反応式
O=P(Cl)(Cl)[Cl:3].[OH:6][C:7]1[CH:16]=[CH:15][C:14]2[NH:13][C:12](=O)[CH:11]=[CH:10][C:9]=2[C:8]=1[CH:18]=[O:19]>CN(C=O)C>[Cl:3][C:12]1[CH:11]=[CH:10][C:9]2[C:8]([CH:18]=[O:19])=[C:7]([OH:6])[CH:16]=[CH:15][C:14]=2[N:13]=1参加物
4
反応条件
- 温度
- 20 °C
実験手順
POCl3 (973 μL, 10.4 mmol) was added dropwise to a DMF (5 mL) solution of 6-hydroxy-2-oxo-1,2-dihydroquinoline-5-carbaldehyde (658 mg, 3.48 mmol) at 0° C. The mixture was stirred for 20 hours at 20° C. then cooled to 0° C. Upon addition of ice water the product precipitated. It was filtered, washed with water and dried on air to afford 580 mg (88%) of the title compound. MS (ESI): 208 (M+H)+. 1H NMR (δ, DMSO (2.5 ppm)): 11.95 (s, 1H, OH), 10.70 (s, 1H, CHO), 9.38, 8.10, 7.67 and 7.55 (4d, 4×1H).
後処理
- temperaturethen cooled to 0° C
- customprecipitated
- filtrationIt was filtered
- washwashed with water
- customdried on air
出典と根拠
- ORDレコード
- ord-7faf204fdd1045f0a6c83dc6276b33e5
- 出典データセット
- uspto-grants-2015_05
- 特許番号
- US09040714B2
反応ノート
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