7-Methylquinoline → 7-Methyl-1,2,3,4-tetrahydroquinoline

HRID 1515332ノート

反応式

HRID 1515332 の反応式
[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1>CO.[Pd]>[CH3:1][C:2]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][CH2:8][NH:9]2)=[CH:4][CH:3]=1

参加物

4

反応物 1

HCID 119277-Methylquinoline

生成物 1

HCID 4586807-Methyl-1,2,3,4-tetrahydroquinoline収率 99.7%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

To a solution of 7-methylquinoline (2.00 g) in methanol (40 ml), 10% palladium on activated carbon (200 mg) was added and stirred overnight under a hydrogen atmosphere (60 psi) at room temperature. After the reaction mixture was filtered through celite, the solvent was distilled off under reduced pressure and the resulting residue was purified by silica gel column chromatography (eluting solvent: n-hexane:ethyl acetate=20:1 to 10:1) to give the titled compound, i.e., 7-methyl-1,2,3,4-tetrahydroquinoline (2.05 g) as a yellow oil.

後処理

  1. filtrationAfter the reaction mixture was filtered through celite
  2. distillationthe solvent was distilled off under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography (eluting solvent: n-hexane:ethyl acetate=20:1 to 10:1)

出典と根拠

ORDレコード
ord-47db28d475234f448b93f82a61268022
出典データセット
uspto-grants-2012_07
特許番号
US08222417B2

反応ノート

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