p-Toluenesulfonic acid monohydrate → 3-methoxy-2-methoxymethyl-2-methyl-N-(3-oxo-propyl)-propionamide

HRID 2090567노트

반응식

HRID 2090567 반응식
C([O:3][CH:4](OCC)[CH2:5][CH2:6][NH:7][C:8](=[O:17])[C:9]([CH2:14][O:15][CH3:16])([CH3:13])[CH2:10][O:11][CH3:12])C.CC1C=CC(S(O)(=O)=O)=CC=1.O>CC(C)=O>[CH3:16][O:15][CH2:14][C:9]([CH2:10][O:11][CH3:12])([CH3:13])[C:8]([NH:7][CH2:6][CH2:5][CH:4]=[O:3])=[O:17]

참가 물질

4

반응물 2

HCID 521998p-Toluenesulfonic acid monohydrateHCID 86641927N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide

생성물 1

HCID 866419283-methoxy-2-methoxymethyl-2-methyl-N-(3-oxo-propyl)-propionamide수율 97.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

To a solution of 3 g of N-(3,3-diethoxy-propyl)-3-methoxy-2-methoxymethyl-2-methyl-propionamide in 71 mL of acetone was added 3.91 g of TsOH.H2O. The mixture was stirred over night at rt, quenched with sat.-NaHCO3 and extracted with DCM. The organic phase was washed with brine, dried over anh. Na2SO4 and concentrated in vacuo. The resulting crude material was purified by CC using Hept/EtOAc from 100/0 to 0/100 as eluant to yield 2.19 g of 3-methoxy-2-methoxymethyl-2-methyl-N-(3-oxo-propyl)-propionamide

후처리

  1. customquenched with sat.-NaHCO3
  2. extractionextracted with DCM
  3. washThe organic phase was washed with brine
  4. dry with materialdried over anh. Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe resulting crude material was purified by CC

출처 및 근거

ORD 기록
ord-dc3d52449da449909562d9b9a7864af7
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436205B2

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