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

HRID 326018ノート

反応式

HRID 326018 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e3303f5bf5a042ccac6aa730bc9213e6
出典データセット
uspto-grants-1984_04
特許番号
US04443607

反応ノート

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