تفاعل #1028

ord-6886621a94c642309e84fee2699ce813

معادلة التفاعل

CC(=O)c1cc2ccccc2cn1
3-acetyl-isoquinoline
NO
hydroxylamine
CC(=O)[O-].[Na+]
sodium acetate
CC(=NO)c1cc2ccccc2cn1
3-acetyl-isoquinoline oxime
المردود 89.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةwas heated
  2. 2
    درجة الحرارةto reflux for 1.5 hours
  3. 3
    استخلاصextracted with ethyl acetate
  4. 4
    أخرىThe combined extracts were dried
  5. 5
    تركيزconcentrated
  6. 6
    أخرىtriturated with hexane

الإجراء التجريبي

A solution of 3-acetyl-isoquinoline (0.65 g), hydroxylamine (0.29 g) and sodium acetate (0.47 g) in a mixture of methanol (20 ml) and water (3 ml) was heated to reflux for 1.5 hours. The reaction was then poured into water and extracted with ethyl acetate. The combined extracts were dried, concentrated and triturated with hexane to give 3-acetyl-isoquinoline oxime (0.63, 89% yield) as a white crystalline solid m.p. 135°-142° C.; 1H NMR: 2.50(3H,s); 7.61(1H,t); 7.70(1H,t); 7.87(1H,d); 7.99(1H,d); 8.11(1H,s); 9.28(1H,s) ppm.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05723473uspto-grants-1998_03