Water → 6-Methoxy-2,3-dihydro-1H-isoindol-1-one

HRID 1761021노트

반응식

HRID 1761021 반응식
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][N:8](CC3C=CC(OC)=CC=3)[C:9]2=[O:12])=[CH:5][CH:4]=1.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[N+]([O-])(O)=O.[Ce].O>C(#N)C>[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([CH2:7][NH:8][C:9]2=[O:12])=[CH:5][CH:4]=1

참가 물질

5

반응물 3

HCID 962Water2회HCID 407333Cerate(2-), hexakis(nitrato-kappaO)-, potassium (1:2), (OC-6-11)-HCID 114375476-Methoxy-2-(4-methoxybenzyl)-2,3-dihydroisoindol-1-one

생성물 1

HCID 140056236-Methoxy-2,3-dihydro-1H-isoindol-1-one수율 43%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 6-methoxy-2-(4-methoxy-benzyl)-2,3-dihydro-isoindol-1-one (300 mg, 1.1 mmol) and ammonium ceric nitrate (2.2 g, 4.0 mmol) in acetonitrile:water (12 mL, 2:1) was stirred at RT for 1 h. Then the mixture was poured into water and extracted with ethyl acetate. The combined extracts were then washed with sodium hydrogen carbonate and water. The organic layer was then dried over sodium sulphate, filtered and evaporated. The residue was then purified by chromatography (SiO2, dichloromethane:MeOH 20:1) to afford the title product (75 mg, 43%) as a light yellow solid. MS m/e=164.2 (M).

후처리

  1. extractionextracted with ethyl acetate
  2. washThe combined extracts were then washed with sodium hydrogen carbonate and water
  3. dry with materialThe organic layer was then dried over sodium sulphate
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was then purified by chromatography (SiO2, dichloromethane:MeOH 20:1)

출처 및 근거

ORD 기록
ord-d0a10769b8b847289082a14e60c453a1
출처 데이터셋
uspto-grants-2005_01
특허 번호
US06846832B2

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