5-Chloroquinoline → 5-Chloro-1,2,3,4-tetrahydroquinoline
反応式
[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2>C(O)(=O)C.C(OCC)C.[Pt]=O>[Cl:1][C:2]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:3]=1[CH2:4][CH2:5][CH2:6][NH:7]2参加物
5
実験手順
A mixture of 5-chloroquinoline (10.0 g) and platinum oxide (50 mg) in acetic acid was shaken under a hydrogen atmosphere at room temperature for 4 hours. The mixture was diluted with diethyl ether and filtered through Celite. The volatiles were removed under reduced pressure and the residue was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate (3×300 mL). The organic extracts were dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified over silica gel and the fractions containing product were combined and concentrated under reduced pressure to provide 7.0 g (69%) of the desired compound.
後処理
- filtrationfiltered through Celite
- customThe volatiles were removed under reduced pressure
- customthe residue was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate (3×300 mL)
- dry with materialThe organic extracts were dried over sodium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe residue was purified over silica gel
- additionthe fractions containing product
- concentrationconcentrated under reduced pressure
出典と根拠
- ORDレコード
- ord-b10b7333d8264a6d865f3be921fed1e0
- 出典データセット
- uspto-grants-2011_11
- 特許番号
- US08058425B2
反応ノート
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