3-Methoxy-2-methylquinoline → 5,6,7,8-Tetrahydro-3-methoxy-2-methylquinoline

HRID 2217299ノート

反応式

HRID 2217299 の反応式
[CH3:1][O:2][C:3]1[C:4]([CH3:13])=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[CH:8][CH:7]=2.[H][H]>FC(F)(F)C(O)=O.[Pd]>[CH3:1][O:2][C:3]1[C:4]([CH3:13])=[N:5][C:6]2[CH2:7][CH2:8][CH2:9][CH2:10][C:11]=2[CH:12]=1

参加物

5

反応物 2

HCID 128209713-Methoxy-2-methylquinolineHCID 178418361HCID 178418361、化合物

生成物 1

HCID 220369935,6,7,8-Tetrahydro-3-methoxy-2-methylquinoline収率 99.6%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6422Trifluoroacetic acid溶媒

実験手順

A mixture of 3-methoxy-2-methylquinoline (0.081 mol) in trifluoro-acetic acid (150 ml) was hydrogenated at room temperature under a 3-4 bar pressure for 48 hours with palladium on activated carbon (2 g) as a catalyst. After uptake of hydrogen (2 equiv.), the catalyst was filtered through celite and washed with H2O. The filtrate was basified with a concentrated NH4OH solution and extracted with CH2Cl2. The organic layer was separated, dried (MgSO4), filtered and the solvent was evaporated, yielding 14.3 g (quant.) of 5,6,7,8-tetrahydro-3-methoxy-2-methylquinoline (interm. 13).

後処理

  1. washwashed with H2O
  2. extractionextracted with CH2Cl2
  3. customThe organic layer was separated
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered
  6. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-33679a8fcd274e1f89f59253e774813d
出典データセット
uspto-grants-2008_08
特許番号
US07407969B2

反応ノート

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