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8-Hydroxy-5,6,7,8-tetrahydroquinoline → 6,7-Dihydro-5H-quinoline-8-one

HRID 271821
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인쇄 미리보기

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HRID 271821 반응식
[OH:1][CH:2]1[C:11]2[N:10]=[CH:9][CH:8]=[CH:7][C:6]=2[CH2:5][CH2:4][CH2:3]1>C(Cl)Cl.O=[Mn]=O>[N:10]1[C:11]2[C:2](=[O:1])[CH2:3][CH2:4][CH2:5][C:6]=2[CH:7]=[CH:8][CH:9]=1
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참가 물질

4

반응물 1

HCID 118159398-Hydroxy-5,6,7,8-tetrahydroquinoline

생성물 1

HCID 117447776,7-Dihydro-5H-quinoline-8-one수율 82%

시약·촉매·용매 2

HCID 14801Manganese dioxide촉매HCID 6344Dichloromethane용매

실험 절차

To a stirred solution of 8-hydroxy-5,6,7,8-tetrahydroquinoline (13.96 g, 93.6 mmol) in dry CH2Cl2 (400 mL) was added solid <5 micron activated 85% MnO2 (manganese IV oxide) (82.22 g, 804 mmol). The resulting black suspension was stirred 18 h, at which point the mixture was filtered through a cake of celite and washed with CH2Cl2 (3×50 mL). The combined washings were concentrated to provide 11.27 g (82%) of the title compound as a pale yellow solid, which was used in subsequent reactions without further purification. This material displayed spectra identical to those reported above.

후처리

  1. filtrationwas filtered through a cake of celite
  2. washwashed with CH2Cl2 (3×50 mL)
  3. concentrationThe combined washings were concentrated

출처 및 근거

ORD 기록
ord-3ba01209c2ee4977a0583b919fdbf9fc
출처 데이터셋
uspto-grants-2008_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07452994B2

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