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Potassium Carbonate → 7-Methoxy-3-(2-methoxyphenyl)isoquinoline-2-oxide

HRID 1006914
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HRID 1006914 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]#[C:10][C:11]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[CH:15][C:12]=1[CH:13]=O.Cl.[NH2:22][OH:23].C([O-])(=O)C.[Na+].C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[CH3:20][O:19][C:16]1[CH:15]=[C:12]2[C:11]([CH:10]=[C:9]([C:4]3[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=3[O:2][CH3:1])[N+:22]([O-:23])=[CH:13]2)=[CH:18][CH:17]=1
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참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 225030652-[2-(2-Methoxyphenyl)-ethynyl]-5-methoxybenzaldehyde

생성물 1

HCID 225035447-Methoxy-3-(2-methoxyphenyl)isoquinoline-2-oxide수율 59.8%

시약·촉매·용매 2

HCID 702
Ethanol
용매
HCID 962Water용매

실험 절차

2-[2-(2-Methoxyphenyl)ethynyl]-5-methoxybenzaldehyde (0.95 g), hydroxylamine hydrochloride (0.25 g) and sodium acetate (0.32 g) were reacted in ethanol (20 ml) at 60° C. for 2 hr. Potassium carbonate (0.6 g) and water (2 ml) were added to the reaction mixture, and the mixture was heated under reflux for 12 hr. The reaction solution was evaporated, and then the resulting residue was extracted with methylene chloride, washed with brine and dried. The solvent was removed, and the resulting residue was purified by silica gel column chromatography (methylene chloride/methanol system), to give 0.60 g of the title compound as a yellowish brown amorphous.

후처리

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 12 hr
  3. customThe reaction solution was evaporated
  4. extractionthe resulting residue was extracted with methylene chloride
  5. washwashed with brine
  6. customdried
  7. customThe solvent was removed
  8. customthe resulting residue was purified by silica gel column chromatography (methylene chloride/methanol system)

출처 및 근거

ORD 기록
ord-1e46871c3f964ec4940e80ac2e688282
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06790844B2

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