Water → 6-(2,6-Dimethoxyphenyl)piperidin-2-one

HRID 594332

반응식

HRID 594332 반응식
[NH2:1][CH:2]([C:10]1[C:15]([O:16][CH3:17])=[CH:14][CH:13]=[CH:12][C:11]=1[O:18][CH3:19])[CH2:3][CH2:4][CH2:5][C:6](OC)=[O:7].C([O-])(O)=O.[Na+].O.CCOC(C)=O>C1COCC1>[CH3:19][O:18][C:11]1[CH:12]=[CH:13][CH:14]=[C:15]([O:16][CH3:17])[C:10]=1[CH:2]1[NH:1][C:6](=[O:7])[CH2:5][CH2:4][CH2:3]1

참가 물질

6

반응물 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 516892Sodium Bicarbonate2회HCID 69082713Methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate

생성물 1

HCID 690825266-(2,6-Dimethoxyphenyl)piperidin-2-one

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A yellow solution of the chlorhydrate salt of methyl 5-amino-5-(2,6-dimethoxyphenyl)pentanoate (14.96 mmol) in THF (92 ml) was treated with a solution of aq. sat. NaHCO3 (23.5 ml). The resulting heterogeneous mixture was further stirred at rt, under nitrogen, for 327 h. This reaction mixture was then treated with a solution of aq. sat. NaHCO3 (25 ml), water (50 ml), and AcOEt (200 ml). The layers were separated and the slightly yellow aq. layer was further extracted with AcOEt (50 ml). The mixed yellow organic layers were then dried over anh. MgSO4, filtered, and concentrated to dryness under reduced pressure. Purification by FC (DCM/MeOH=20/1) afforded 6-(2,6-dimethoxyphenyl)-piperidin-2-one as a beige solid. LC-MS (conditions B): tR=0.83 min.; [M+H]+: 236.49 g/mol.

후처리

  1. customThe layers were separated
  2. extractionthe slightly yellow aq. layer was further extracted with AcOEt (50 ml)
  3. dry with materialThe mixed yellow organic layers were then dried over anh. MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated to dryness under reduced pressure
  6. customPurification by FC (DCM/MeOH=20/1)

출처 및 근거

ORD 기록
ord-87314d0c8f5e4ac9bb313a96384de3a0
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09242970B2

연결된 노트

불러오는 중…