Phosphorus oxychloride → 4-Chloro-6,8-difluoroquinoline
反応式
O[C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[C:9]([F:12])[CH:10]=2)[N:5]=[CH:4][CH:3]=1.O=P(Cl)(Cl)[Cl:16]>>[Cl:16][C:2]1[C:11]2[C:6](=[C:7]([F:13])[CH:8]=[C:9]([F:12])[CH:10]=2)[N:5]=[CH:4][CH:3]=1参加物
3
実験手順
(4-Hydroxy-6,8-difluoro-quinoline, 29.1 g, 0.160 mol) was dissolved in POCl3(183 mL) and heated at reflux for 12 h. On complete consumption of starting material (tic) the contents were brought to RT and excess POCl3 was removed under reduced pressure. Crude mass was azeotroped with toluene and product was diluted with ethyl acetate, organics were washed with sodium bicarbonate and solvent removed under reduced pressure. Crude product was purified by column chromatography at 100-200 mesh size silica in 0-2% EtOAc-hexane. Mass: 199.99 (M+1).
後処理
- temperatureheated
- temperatureat reflux for 12 h
- customOn complete consumption of starting material (tic) the contents
- customwere brought to RT
- customexcess POCl3 was removed under reduced pressure
- customCrude mass was azeotroped with toluene and product
- additionwas diluted with ethyl acetate
- washorganics were washed with sodium bicarbonate and solvent
- customremoved under reduced pressure
- customCrude product was purified by column chromatography at 100-200 mesh size silica in 0-2% EtOAc-hexane
出典と根拠
- ORDレコード
- ord-073915150163481bb78e0860d58df0f2
- 出典データセット
- uspto-grants-2010_08
- 特許番号
- US07776857B2
反応ノート
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