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HRID1378443

反应详情

EQUATION

反应方程式

HRID 1378443 的结构方程式

REACTANTS

反应物

3
结构：O=Cc1cccc([N+](=O)[O-])c1
HCID7449

3-Nitrobenzaldehyde

C7H5NO3

结构：CCCCOC(=O)CC(C)=O
HCID11576

Butanoic acid, 3-oxo-, butyl ester

C8H14O3

结构：COC(=O)/C=C(/C)N
HCID643918

2-Butenoic acid, 3-amino-, methyl ester, (2Z)-

C5H9NO2

PRODUCTS

生成物

1
结构：CCCCOC(=O)C1=C(C)NC(C)=C(C(=O)OC)C1c1cccc([N+](=O)[O-])c1
HCID86749798

未命名化合物

收率 49%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CC(C)O
溶剂HCID3776

Isopropanol

C3H8O

PROCEDURE

实验过程

A solution of n-butyl acetoacetate (0.10 mole), methyl 3-aminocrotonate (0.10 mole), 3-nitrobenzaldehyde (0.10 mole) and 150 mL of i-PrOH was refluxed overnight (18 h). The volatiles were removed in vacuo and the residue purified by flash chromatography (SiO2 : EtOAc/Hex) to furnish the product in 49% yield as low melting, yellow solid: mp 69°-70° C. Anal. Calcd for C20H24N2O6 : C, 61.85; H, 6.23; N, 7.21. Found: C, 62.02; H, 6.21; N, 6.95.

WORKUP

后处理

  1. customThe volatiles were removed in vacuo
  2. customthe residue purified by flash chromatography (SiO2 : EtOAc/Hex)
  3. customto furnish the product in 49% yield as low melting, yellow solid