Dichloromethane → 1-(2-Methoxy-4-propoxyphenyl)piperidin-4-one

HRID 1470744ノート

反応式

HRID 1470744 の反応式
[CH3:1][O:2][C:3]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH3:13])[CH:7]=[CH:6][C:4]=1[NH2:5].[I-].C[N+]1(CC2C=CC=CC=2)[CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]1.C(Cl)Cl>CCO.O>[CH3:1][O:2][C:3]1[CH:9]=[C:8]([O:10][CH2:11][CH2:12][CH3:13])[CH:7]=[CH:6][C:4]=1[N:5]1[CH2:21][CH2:20][C:19](=[O:22])[CH2:18][CH2:17]1

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 110780641-Benzyl-1-methyl-4-oxopiperidinium iodideHCID 636778052-Methoxy-4-propoxyaniline

生成物 1

HCID 679714051-(2-Methoxy-4-propoxyphenyl)piperidin-4-one

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

1.20 g (6.62 mmol) 2-methoxy-4-propoxyaniline (Example XXXI) in 8.5 mL EtOH and 1.8 mL water are stirred under reflux. During 30 min 2.19 g (6.62 mmol) N-methyl-N-benzyl-4-oxopiperidinium iodide (Org. Lett. 1999, 1, 1261-1262) are added by several portions. Stirring under reflux is continued for 1 h. Then the reaction mixture is cooled down to rt before water and DCM are added. The layers are separated and the org. layer is dried with MgSO4, filtered and the solvent is removed in vacuo. The resulting residue is purified by column chromatography (silica gel, PE/EtOAc 8/2).

後処理

  1. temperatureunder reflux
  2. temperatureunder reflux
  3. additionare added
  4. customThe layers are separated
  5. dry with materiallayer is dried with MgSO4
  6. filtrationfiltered
  7. customthe solvent is removed in vacuo
  8. customThe resulting residue is purified by column chromatography (silica gel, PE/EtOAc 8/2)

出典と根拠

ORDレコード
ord-de287a234e7a4c9bb183c95535ef6966
出典データセット
uspto-grants-2015_04
特許番号
US09006450B2

反応ノート

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