Hydroxylamine → 1-Acetyl-isoquinoline oxime

HRID 930

반응식

HRID 930 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 6392871-Acetyl-isoquinoline oxime수율 58%

시약·촉매·용매 1

HCID 962Water용매2회

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-1c93b7108442465f805b25dd4eb5e4ed
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05723473

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