Reaction Pathways and Energy Barriers for Alkaline Hydrolysis of Carboxylic Acid Esters in Water Studied by a Hybrid Supermolecule-Polarizable Continuum Approach

2000 ◽  
Vol 122 (11) ◽  
pp. 2621-2627 ◽  
Author(s):  
Chang-Guo Zhan ◽  
Donald W. Landry ◽  
Rick L. Ornstein
Keyword(s):  
Carboxylic Acid ◽  
Alkaline Hydrolysis ◽  
Reaction Pathways ◽  
Continuum Approach ◽  
Energy Barriers ◽  
Polarizable Continuum ◽  
Hydrolysis Of ◽  
Acid Esters

scholarly journals Hydrolysis of Carboxylic Acid Esters of Thiocholine and its Analogues. 2. Alkaline Hydrolysis.

1958 ◽  
Vol 12 ◽  
pp. 1492-1506 ◽  
Author(s):  
Edith Heilbronn ◽  
William Taub ◽  
David Ginsburg ◽  
K. Hartiala ◽  
S. Veige ◽  
...  
Keyword(s):  
Carboxylic Acid ◽  
Alkaline Hydrolysis ◽  
Hydrolysis Of ◽  
Acid Esters

Isocarbostyrils. II. The Conversion of 2-Methyl-4-acyl-5-nitroisocarbostyrils to 2-Substituted Indole-4-carboxylic Acids

1971 ◽  
Vol 49 (17) ◽  
pp. 2797-2802 ◽  
Author(s):  
D. E. Horning ◽  
G. Lacasse ◽  
J. M. Muchowski
Keyword(s):  
Sulfuric Acid ◽  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Alkaline Hydrolysis ◽  
Mannich Reaction ◽  
Reductive Cyclization ◽  
Acid Catalyzed ◽  
Acid Anhydrides ◽  
Hydrolysis Of ◽  
Derivatives Of

The sulfuric acid catalyzed acylation of 2-methyl-5-nitroisocarbostyril with carboxylic acid anhydrides gave the corresponding 4-acylated derivatives 3, which underwent reductive cyclization to 2-substituted derivatives of 4-methyl-1,3,4,5-tetrahydropyrrolo[4.3.2.de]isoquinolin-5-one (4). Alkaline hydrolysis of the six-membered lactam in 4 was accompanied by a retro-Mannich reaction to produce 2-substituted indole-4-carboxylic acids in about 40 % overall yield from 3.

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