Epichlorohydrin → 2-(2,3-epoxypropyl)-4-phenyl-1(2H)-isoquinolone

HRID 326018노트

반응식

HRID 326018 반응식
[C:1]1([C:7]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10](=[O:17])[NH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:18]([CH:20]1[O:22][CH2:21]1)Cl.[H-].[Na+]>CN(C)C=O>[O:22]1[CH2:21][CH:20]1[CH2:18][N:9]1[CH:8]=[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[C:10]1=[O:17]

참가 물질

5

반응물 3

HCID 7835EpichlorohydrinHCID 24758Sodium hydrideHCID 124077244-phenylisoquinolin-1(2H)-one

생성물 1

HCID 131876442-(2,3-epoxypropyl)-4-phenyl-1(2H)-isoquinolone수율 179%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

22 g of 4-phenyl-1(2H)-isoquinolone, 4.1 g of epichlorohydrin and 4.3 g of sodium hydride were added to 500 ml of dimethylformamide, and the mixture was stirred overnight at room temperature. Thereafter, the solvent was distilled off, and chloroform and water were added to the residue. The mixture was thoroughly shaked, and the chloroform layer was separated and dried over magnesium sulfate. The solvent was distilled off, and the residue was recrystallized from ethyl acetate to obtain 22 g (80% yield) of 2-(2,3-epoxypropyl)-4-phenyl-1(2H)-isoquinolone having a melting point of 148° C. as colorless needles.

후처리

  1. distillationThereafter, the solvent was distilled off
  2. additionchloroform and water were added to the residue
  3. customthe chloroform layer was separated
  4. dry with materialdried over magnesium sulfate
  5. distillationThe solvent was distilled off
  6. customthe residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-e3303f5bf5a042ccac6aa730bc9213e6
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04443607

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