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

HRID 2217299노트

반응식

HRID 2217299 반응식
[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

참가 물질

5

반응물 2

HCID 128209713-Methoxy-2-methylquinolineHCID 178418361HCID 178418361, 화합물

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6422Trifluoroacetic acid용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-33679a8fcd274e1f89f59253e774813d
출처 데이터셋
uspto-grants-2008_08
특허 번호
US07407969B2

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