Water → (6-Methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetaldehyde

HRID 494986노트

반응식

HRID 494986 반응식
[OH:1][CH:2](CO)[CH2:3][C:4]1[CH:13]=[C:12]2[C:7]([CH2:8][CH2:9][C:10](=[O:14])[NH:11]2)=[CH:6][C:5]=1[O:15][CH3:16].O.I([O-])(=O)(=O)=O.[Na+].[Cl-].[Na+]>CO.O1CCCC1>[CH3:16][O:15][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][C:4]=1[CH2:3][CH:2]=[O:1])[NH:11][C:10](=[O:14])[CH2:9][CH2:8]2

참가 물질

7

반응물 4

HCID 962WaterHCID 5234Sodium ChlorideHCID 23667635Sodium periodateHCID 576827997-(2,3-Dihydroxypropyl)-6-methoxy-1,2,3,4-tetrahydroquinolin-2-one

생성물 1

HCID 86601606(6-Methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetaldehyde수율 90.7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

110 mg of 7-(2,3-dihydroxypropyl)-6-methoxy-1,2,3,4-tetrahydroquinolin-2-one was dissolved in 2 ml of methanol and 1 ml of tetrahydrofuran. Thereafter, 2 ml of water containing 0.16 g of sodium metaperiodate was added to the reaction solution while cooling on ice. The obtained mixture was stirred at room temperature for 30 minutes. A saturated sodium chloride aqueous solution was added to the reaction solution, followed by extraction with methylene chloride. The extract was dried over magnesium sulfate and then concentrated under a reduced pressure, so as to obtain 87 mg of (6-methoxy-2-oxo-1,2,3,4-tetrahydroquinolin-7-yl)acetaldehyde. This compound was directly used in the following reaction without further purification.

후처리

  1. temperaturewhile cooling on ice
  2. extractionfollowed by extraction with methylene chloride
  3. dry with materialThe extract was dried over magnesium sulfate
  4. concentrationconcentrated under a reduced pressure

출처 및 근거

ORD 기록
ord-01c7efeeae8a4f4784777ebd24295df3
출처 데이터셋
uspto-grants-2009_05
특허 번호
US07538123B2

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