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Phosphorus oxychloride → HCID 86683270, 화합물

HRID 1852252
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HRID 1852252 반응식
[CH:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[NH:12][C:13](=O)[C:14]3[C:19]([CH:20]=2)=[CH:18][C:17]([O:21][CH3:22])=[CH:16][CH:15]=3)=[CH:7][CH:6]=1)([CH3:3])[CH3:2].O=P(Cl)(Cl)[Cl:26]>>[Cl:26][C:13]1[C:14]2[C:19](=[CH:18][C:17]([O:21][CH3:22])=[CH:16][CH:15]=2)[CH:20]=[C:11]([C:8]2[CH:9]=[CH:10][C:5]([O:4][CH:1]([CH3:3])[CH3:2])=[CH:6][CH:7]=2)[N:12]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 70978446HCID 70978446, 화합물

생성물 1

HCID 86683270HCID 86683270, 화합물수율 67.4%

실험 절차

A solution of 3-(4-isopropoxyphenyl)-6-methoxyisoquinolin-1(2H)-one (3.5 g, 11.31 mmol) in POCl3 (11 ml) was refluxed for overnight. The solvent was evaporated under reduced pressure and the residue was diluted with cold water. The aqueous solution was basified by solid sodium carbonate and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate, filtered and evaporated under reduced pressure to get crude compound. The crude compound was purified by silica gel chromatography (10% ethyl acetate in pet ether) to get desired compound (2.5 g, 67.4%) as pale yellow solid. 1H NMR (400 MHz, CDCl3): δ ppm 8.06-8.04 (d, J=8 Hz, 1H), 8.03-8.01 (d, J=8 Hz, 2H), 7.81 (s, 1H), 7.22-7.20 (d, J=8 Hz, 1H), 7.00 (s, 1H), 6.99-6.97 (d, J=8 Hz, 1H), 4.63 (m, 1H), 3.96 (s, 3H), 1.38 (m, 6H).

후처리

  1. custom
The solvent was evaporated under reduced pressure
  • additionthe residue was diluted with cold water
  • extractionextracted with ethyl acetate
  • dry with materialThe organic layer was dried over anhydrous sodium sulfate
  • filtrationfiltered
  • customevaporated under reduced pressure
  • customto get crude compound
  • customThe crude compound was purified by silica gel chromatography (10% ethyl acetate in pet ether)
  • 출처 및 근거

    ORD 기록
    ord-b4ef000ef1f14e78baa9fef26e7d6fc6
    출처 데이터셋
    uspto-grants-2015_02
    DOI
    10.6084/m9.figshare.5104873.v1
    특허 번호
    US08957203B2

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