HRID2109419

反应详情

EQUATION

反应方程式

HRID 2109419 的结构方程式

AUXILIARIES

试剂、催化剂与溶剂

2

PROCEDURE

实验过程

A reaction and treatment was carried out in the same manner as in Reference Example 14 except that the phenylboronic acid used in Reference Example 14 was replaced with 4-butylphenylboronic acid, thereby giving 3-(4-butylphenyl)-2-furancarboxylic acid hydrazide. This 3-(4-butylphenyl)-2-furancarboxylic acid hydrazide (1.62 g), 4-acetoxy-3-nitrobenzoic acid (compound of Reference Example 80, 1.66 g), WSC (1.50 g) and DMF (25 ml) were stirred at 25° C. for 2 hours. The reaction solution was diluted with chloroform and successively washed with water, 20% citric acid solution, aqueous saturated sodium hydrogencarbonate solution and saturated brine. The organic layer was dried over MgSO4, and the solvent was evaporated under reduced pressure. After dissolving the residue in ethanol (15 ml), 2 M aqueous sodium hydroxide solution (16 ml) was added at 25° C. and stirred for 2 hours. The reaction solution was neutralized with hydrochloric acid solution and extracted with ethyl acetate. The organic layer was dried over MgSO4, and the solvent was evaporated under reduced pressure. The residue was recrystallized from acetonitrile, thereby giving 1.80 g of the desired compound.

WORKUP

后处理

  1. customA reaction and treatment
  2. washsuccessively washed with water, 20% citric acid solution, aqueous saturated sodium hydrogencarbonate solution and saturated brine
  3. dry with materialThe organic layer was dried over MgSO4
  4. customthe solvent was evaporated under reduced pressure
  5. dissolutionAfter dissolving the residue in ethanol (15 ml)
  6. addition2 M aqueous sodium hydroxide solution (16 ml) was added at 25° C.
  7. extractionextracted with ethyl acetate
  8. dry with materialThe organic layer was dried over MgSO4
  9. customthe solvent was evaporated under reduced pressure
  10. customThe residue was recrystallized from acetonitrile