The Acetoacetic Ester Condensation. IV. The Reaction Product of Certain Aliphatic Esters and Sodium Ethoxide

1933 ◽  
Vol 55 (1) ◽  
pp. 416-421 ◽  
Author(s):  
John M. Snell ◽  
S. M. McElvain
Keyword(s):  
Sodium Ethoxide ◽  
Acetoacetic Ester ◽  
Ester Condensation ◽  
Aliphatic Esters

Phase transfer catalysis. Acetoacetic ester condensation

1974 ◽  
Vol 39 (22) ◽  
pp. 3271-3273 ◽  
Author(s):  
H. Dupont Durst ◽  
Lanny Liebeskind
Keyword(s):  
Phase Transfer Catalysis ◽  
Phase Transfer ◽  
Acetoacetic Ester ◽  
Ester Condensation

An efficient synthesis of 3-alkyl-2-diversity-substituted benzofuro[3,2-d]pyrimidin-4(3H)-one derivatives

2019 ◽  
Vol 43 (5-6) ◽  
pp. 201-204 ◽  
Author(s):  
Hong-Mei Wang ◽  
Tian-Shuai Wang ◽  
Sheng-Jie He ◽  
Zong-Yun Chen ◽  
Yang-Gen Hu
Keyword(s):  
Mass Spectrometry ◽  
Sodium Ethoxide ◽  
Catalytic Amount ◽  
Alkyl Halides ◽  
Efficient Synthesis ◽  
Pyrimidine Derivatives ◽  
Excess Carbon ◽  
H Nmr ◽  
Aliphatic Esters ◽  
C Nmr

Benzofuro[3,2- d]pyrimidine derivatives are prepared using aza-Wittig reactions of iminophosphoranes with n-butyl isocyanate at 40–50 °C to give carbodiimide intermediates, which are reacted with nitrogen-oxygen-containing nucleophiles to give 3-alkyl-2-amino (aryloxy/alkoxy)-benzofuro[3,2- d]pyrimidin-4(3 H)-ones in satisfactory yields in the presence of a catalytic amount of sodium ethoxide or K2CO3. The iminophosphorane also reacts directly with excess carbon disulfide, followed by n-propylamine; further reaction with alkyl halides or halogenated aliphatic esters in the presence of anhydrous K2CO3 produces the corresponding 2-alkylthio-3-n-propyl-benzofuro[3,2- d]pyrimidin-4(3 H)-ones in good yields. Their structures of the products are confirmed by 1H NMR, 13C NMR, mass spectrometry, infrared and elemental analysis.

The Acetoacetic Ester Condensation. VI. A Study of the Mechanism of the Reaction

1934 ◽  
Vol 56 (5) ◽  
pp. 1173-1178 ◽  
Author(s):  
Richard F. B. Cox ◽  
Edwin H. Kroeker ◽  
S. M. McElvain
Keyword(s):  
Acetoacetic Ester ◽  
Ester Condensation ◽  
Mechanism Of The Reaction
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