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

HRID 1470744노트

반응식

HRID 1470744 반응식
[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

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-de287a234e7a4c9bb183c95535ef6966
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09006450B2

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