Metalated carboxylic acids. III. Monoalkylation of alkylacetic acids. Possible alternative to the malonic ester synthesis for the preparation of dialkylacetic acids

1970 ◽  
Vol 92 (5) ◽  
pp. 1397-1398 ◽  
Author(s):  
Paul L. Creger
1957 ◽  
Vol 35 (8) ◽  
pp. 757-760 ◽  
Author(s):  
K. K. Carroll

The malonic ester synthesis of nervonic acid (tetracos-15-enoic acid) has been modified so that the product consists of pure cis rather than a mixture of cis and trans isomers. The modified synthesis has been used for the preparation of C14-labelled erucic and nervonic acids.


1947 ◽  
Vol 69 (1) ◽  
pp. 11-13 ◽  
Author(s):  
Robert R. Russell ◽  
Calvin A. VanderWerf

1975 ◽  
Vol 40 (17) ◽  
pp. 2556-2557 ◽  
Author(s):  
John E. McMurry ◽  
John H. Musser

1956 ◽  
Vol 77 (3) ◽  
pp. 490-492
Author(s):  
Shiro Akabori ◽  
Yoshiharu Izumi ◽  
Torn Okuda

2003 ◽  
Vol 5 (6) ◽  
pp. 853-856 ◽  
Author(s):  
Stefano Crosignani ◽  
Peter D. White ◽  
Rene Steinauer ◽  
Bruno Linclau

2014 ◽  
Vol 67 (9) ◽  
pp. 1222 ◽  
Author(s):  
Waleed M. Hussein ◽  
Ross P. McGeary

A new methodology for the synthesis of substituted carboxylic acids is described. Alkylation of either ethyl (benzothiazol-2-ylsulfonyl)acetate or ethyl 2-(benzothiazol-2-ylsulfonyl)propionate was achieved with alkyl halides and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) in dichloromethane solution. These products were then desulfinated and hydrolysed in one-pot under mild conditions to give substituted acetic acids in good-to-excellent yields.


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