Hydroxylamine → 1-Acetyl-isoquinoline oxime

HRID 930

反応式

HRID 930 の反応式
[C:1]([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][N:5]=1)(=O)[CH3:2].[NH2:14][OH:15].C([O-])(=O)C.[Na+].CO>O>[C:1](=[N:14][OH:15])([C:4]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][N:5]=1)[CH3:2]

参加物

6

反応物 4

HCID 787HydroxylamineHCID 887MethanolHCID 517045Sodium AcetateHCID 131572141-(Isoquinolin-1-yl)ethan-1-one

生成物 1

HCID 6392871-Acetyl-isoquinoline oxime収率 58%

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

実験手順

A solution of 1-acetyl-isoquinoline (3.42 g), hydroxylamine (1.53 g) and sodium acetate (2.46 g) in a 3:1 mixture of methanol:water (80 ml) was heated to reflux for 8 hours then allowed to stand for 16 hours. The reaction mixture was then poured into water and extracted with ethyl acetate. The combined extracts were dried, concentrated and chromatographed using ethyl acetate:hexane 3:7 as the eluant to give 1-acetyl-isoquinoline oxime (1.87 g, 58% yield) as a white crystalline solid m.p. 154.4°-155.3° C.; 1H NMR: 2.50(3H,s); 7.58-7.73(3H,m); 7.85(1H,m); 8.55(1H,m); 8.57(1H,m); 8.66(1H,s) ppm.

後処理

  1. temperatureto reflux for 8 hours
  2. extractionextracted with ethyl acetate
  3. customThe combined extracts were dried
  4. concentrationconcentrated
  5. customchromatographed

出典と根拠

ORDレコード
ord-1c93b7108442465f805b25dd4eb5e4ed
出典データセット
uspto-grants-1998_03
特許番号
US05723473

関連ノート

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