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Triacetoxyperiodinane → Methyl 3-(3-oxoazetidin-1-yl)benzoate

HRID 2280858
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HRID 2280858 반응식
[OH:1][CH:2]1[CH2:5][N:4]([C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=2)[C:9]([O:11][CH3:12])=[O:10])[CH2:3]1.CC(OI1(OC(C)=O)(OC(C)=O)OC(=O)C2C=CC=CC1=2)=O>C(Cl)Cl>[O:1]=[C:2]1[CH2:5][N:4]([C:6]2[CH:7]=[C:8]([CH:13]=[CH:14][CH:15]=2)[C:9]([O:11][CH3:12])=[O:10])[CH2:3]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 159087TriacetoxyperiodinaneHCID 71205443Methyl 3-(3-hydroxyazetidin-1-yl)benzoate

생성물 1

HCID 71205441Methyl 3-(3-oxoazetidin-1-yl)benzoate수율 75.9%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of compound 3a (1.60 g, 7.7 mmol) in dry DCM (30 mL) was added Dess-Martin periodinane (6.5 g, 15.4 mmol) at 0° C. and the mixture was stirred at rt for 2 h under N2 atmosphere. The mixture was quenched with saturated sodium bicarbonate solution and diluted with EA. The organic portion was washed with brine, dried over Na2SO4, filtered, concentrated under reduced pressure and purified by CC (PE/EA=4:1) to give compound 3 (1.2 g, 75%) as a white solid.

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후처리

  1. customThe mixture was quenched with saturated sodium bicarbonate solution
  2. additiondiluted with EA
  3. washThe organic portion was washed with brine
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. custompurified by CC (PE/EA=4:1)

출처 및 근거

ORD 기록
ord-33fc94a1f17744a08d4a28132405c93e
출처 데이터셋
uspto-grants-2015_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09139539B2

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