تفاعل #710526

ord-57992066f6af43bf8b39aea593033e98

معادلة التفاعل

CC(C)(C=O)c1ccc2c(c1)OCO2
Compound I
CC(C)(C=O)c1ccc2c(c1)OCO2
2-(1,3-benzodioxol-5-yl)-2-methyl propanal
NO
NH2OH
c1ccncc1
pyridine
CC(C)(C=NO)c1ccc2c(c1)OCO2
Compound J
المردود 96.0%
CC(C)(C=NO)c1ccc2c(c1)OCO2
2-(1,3-benzodioxol-5-yl)-2-methyl propanal oxime
المردود 96.0%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe reaction mixture was evaporated to dryness
  2. 2
    workup.ADDITIONadded 10 mL of ethyl acetate
  3. 3
    غسيلThe organic layer was washed with distilled water
  4. 4
    تجفيفdried over anhydrous sodium sulfate
  5. 5
    ترشيحfiltered
  6. 6
    أخرىevaporated
  7. 7
    أخرىThe crude reaction mixture
  8. 8
    أخرىwas purified over silica gel column

الإجراء التجريبي

To a solution of Compound I (511 mg, 2.66 mmol) in ethanol (1 mL), HCl.NH2OH (277 mg, 4.00 mmol) and pyridine (2.2 mL, 26.58 mmol) were added and it was stirred at room temperature for 1.5 hours. The reaction mixture was evaporated to dryness and added 10 mL of ethyl acetate. The organic layer was washed with distilled water, dried over anhydrous sodium sulfate, filtered and evaporated. The crude reaction mixture was purified over silica gel column using 5:1 petroleum ether-ethyl acetate as solvent to afford Compound J (528 mg, 96%) as a white foam.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09302967B2uspto-grants-2016_04