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Acetic Anhydride → 1-(1,2,3,4-Tetrahydroquinolin-1-yl)ethan-1-one

HRID 1808334
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HRID 1808334 반응식
C(O[C:5](=[O:7])[CH3:6])(=O)C.[NH:8]1[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1>ClCCl>[N:8]1([C:5](=[O:7])[CH3:6])[C:17]2[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=2)[CH2:11][CH2:10][CH2:9]1
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참가 물질

4

반응물 2

HCID 7918Acetic AnhydrideHCID 694601,2,3,4-Tetrahydroquinoline

생성물 1

HCID 3478501-(1,2,3,4-Tetrahydroquinolin-1-yl)ethan-1-one수율 94.4%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

Acetic anhydride (55.5 g; 1.05 equiv.) was slowly added dropwise, at 0° C., to a solution of 1,2,3,4-tetrahydroquinoline (69 g; 1 equiv.) in 690 ml of dichloromethane. The reaction mixture was stirred for 30 minutes at room temperature and, when the conversion was complete, was washed with cold water and sodium hydrogen carbonate solution. The organic phase was dried over sodium sulfate and concentrated under reduced pressure. 1-(3,4-Dihydroquinolin-1(2H)-yl)ethanone (85 g; 94.4%) was obtained in the form of a colorless oil.

후처리

  1. washwas washed with cold water and sodium hydrogen carbonate solution
  2. dry with materialThe organic phase was dried over sodium sulfate
  3. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-306dd9c923254a0b856838a4349f9191
출처 데이터셋
uspto-grants-2013_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08357717B2

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