Phosphorus oxychloride → 4-chloro-5H,6H,7H-cyclopenta[b]pyridine
反応式
[N+:1]1([O-])[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][CH2:8][CH2:9][C:2]=12.O=P(Cl)(Cl)[Cl:13]>>[Cl:13][C:4]1[CH:5]=[CH:6][N:1]=[C:2]2[CH2:9][CH2:8][CH2:7][C:3]=12参加物
3
反応条件
- 温度
- 120 °C
実験手順
6,7-Dihydro-5H-cyclopenta[b]pyridine 1-oxide (2.5 g, 18 mmol) was mixed with POCl3 (20 mL). The reaction mixture was stirred at 120° C. for 3 h. The excess POCl3 was removed under reduced pressure. The residue was diluted in EtOAc (80 mL) and neutralized with aq. Na2CO3. After filtration, the aqueous layer was extracted with EtOAc twice. The combined organic layers were dried, filtered and concentrated under reduced pressure to give the sub-title compound (2.6 g, 93%). LCMS calc. for C8H9ClN (M+H)+: m/z=154.0. Found: 154.3.
後処理
- customThe excess POCl3 was removed under reduced pressure
- additionThe residue was diluted in EtOAc (80 mL)
- filtrationAfter filtration
- extractionthe aqueous layer was extracted with EtOAc twice
- customThe combined organic layers were dried
- filtrationfiltered
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-46da843332ba4d9cb87df6ad4e5e9a03
- 出典データセット
- uspto-grants-2015_12
- 特許番号
- US09200004B2
反応ノート
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