تفاعل #2560

ord-18e129f85987443abf273cc4ec32d571

معادلة التفاعل

COc1cccc(C(=O)N(CCO)c2ccccc2OC)c1
N-(2-hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide
CCN(CC)CC
triethylamine
COc1cccc(C(=O)N(CC=O)c2ccccc2OC)c1
title compound
المردود 65.6%
COc1cccc(C(=O)N(CC=O)c2ccccc2OC)c1
N-Formylmethyl-3-methoxy-N-(2-methoxyphenyl)benzamide
المردود 65.6%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىat room temperature
  2. 2
    استخلاصextracted with ethyl acetate
  3. 3
    غسيلwashed with water and saturated brine
  4. 4
    تجفيفThe resulting organic layer was dried on anhydrous magnesium sulfate
  5. 5
    أخرىthe solvent was removed by evaporation

الإجراء التجريبي

In an atmosphere of argon, N-(2-hydroxyethyl)-3-methoxy-N-(2-methoxyphenyl)benzamide (339 mg, 1.12 mmol) was dissolved in DMSO (4 ml) to which were subsequently added dropwise triethylamine (0.724 ml, 5.20 mmol) and a DMSO solution (8 ml) of a sulfur trioxide-pyridine complex (844 mg, 5.20 mmol) at room temperature. After 20 minutes of stirring at the same temperature, this was mixed with ice water (40 ml) and extracted with ethyl acetate, and then washed with water and saturated brine. The resulting organic layer was dried on anhydrous magnesium sulfate, and the solvent was removed by evaporation to obtain 220 mg (65.6%) of the title compound the form of light yellow solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05728835uspto-grants-1998_03