ChemInform Abstract: Alternative Preparation of α-Keto Esters from Acid Chlorides.

ChemInform ◽  
2010 ◽  
Vol 26 (44) ◽  
pp. no-no
Author(s):  
A. R. KATRITZKY ◽  
Z. WANG ◽  
A. P. WELLS ◽  
P. Y. STEEL
Keyword(s):  
Acid Chlorides ◽  
Keto Esters

Pyridinium ylids in synthesis. II. Acylation and the synthesis of b-dicarbonyl compounds

1967 ◽  
Vol 20 (11) ◽  
pp. 2455 ◽  
Author(s):  
CA Henrick ◽  
E Ritchie ◽  
WC Taylor
Keyword(s):  
Acid Chlorides ◽  
Dicarbonyl Compounds ◽  
Keto Esters

The acylation of N-pyridinium ylids with acid chlorides or anhydrides yields C-acylated ylids which may be reductivaly cleared to yield P-diketones or P-keto esters, depending on the starting materials. The u.v., i.r., and N.M.R. spectra of the ylids are discussed.

Synthesis of ethyl ortho-substituted benzoylacetates and investigation of the influence of ortho-substituents on keto-enol tautomerism and MS fragmentation behaviour

1988 ◽  
Vol 53 (4) ◽  
pp. 839-850 ◽  
Author(s):  
Dieter Sicker ◽  
Gerhard Mann
Keyword(s):  
Nmr Spectroscopy ◽  
Parent Compound ◽  
Mass Spectrometric ◽  
Acid Chlorides ◽  
Fragmentation Pathways ◽  
Keto Esters ◽  
H Nmr ◽  
Mass Spectrometric Fragmentation

A series of seven ethyl 2-acetyl-(2-substituted benzoyl)acetates II-VIII was synthesized, together with their parent compound I, from the corresponding acid chlorides. The tautomerism of these β-tricarbonyl compounds in tetrachloromethane was studied by 1H NMR spectroscopy and former results concerning this problem were critically evaluated. A further series of seven ortho-substituted ethyl benzoylacetates X-XV and XVII was obtained from the corresponding precursors II-VIII. The keto-enol tautomerism of these β-keto esters was studied by 1H NMR in different solvents and compared with ethyl benzoylacetate IX as standard. Differences caused by the ortho-substituents are discussed. Investigation of the mass spectrometric fragmentation of the β-keto esters IX-XV and XVII showed both common fragmentation pathways due to the same substance class and typical differences in relative intensities according to the nature of the ortho-substituent.

ALTERNATE PREPARATION OF α-KETO ESTERS FROM ACID CHLORIDES

1995 ◽  
Vol 27 (4) ◽  
pp. 457-462 ◽  
Author(s):  
Alan R. Katritzky ◽  
Zuoquan Wang ◽  
Adam P. Wells ◽  
Peter J. Steel
Keyword(s):  
Acid Chlorides ◽  
Keto Esters

An efficient method for the preparation of benzyl γ-ketohexanoates

2013 ◽  
Vol 67 (4) ◽  
Author(s):  
Muhammad Iqbal ◽  
Imam Baloch ◽  
Musa Baloch
Keyword(s):  
Succinic Acid ◽  
1H Nmr ◽  
13C Nmr ◽  
Thionyl Chloride ◽  
Efficient Method ◽  
Good Yield ◽  
Acid Chlorides ◽  
Mass Measurements ◽  
Keto Esters

AbstractTwenty acid chlorides, 4-(mono/di-benzyloxy)-4-ketobutanoyl chlorides (Ia–XXa) were synthesised by the reaction of monoesters of succinic acid with thionyl chloride. The product thus obtained (4-benzyloxy-4-ketobutanoyl chlorides) was treated with diethylcadmium to convert it into the corresponding keto-esters (Ib–XXb), the mono/di-benzyl-γ-ketohexanoates, with a good yield. All the compounds thus prepared were characterised by physical, spectroscopic (UV-VIS, IR, 1H NMR, 13C NMR), and mass measurements techniques.

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