Alkylation potassium benzoate

The alkylation of potassium benzoate with n-octyl bromide under classical solid-liquid PTC (crown ether, chloroform) leads to only 58 % of n-octyl ester after 40 h at 85 °C. Under solvent-free conditions (2% of Aliquat), yield is quasi-quantitative (95%) within 2 h at the same temperature [Eq. (47)] [81]. 

Alkylation of potassium benzoate Alkylation of several substituted benzoic acid salts vith n-octyl bromide vas performed under solvent-free PTC conditions vith excellent yields (> 95%) vith a very short reaction time (2-7 min) [153]. Oil bath heating (A) led to yields equivalent to those produced under micro vave irradiation, vhich thus revealed only thermal effects vere important in the temperature range used, 145-202 °C (Eq. 67). 

MalONIC ACID, ETHYLHYDROXY, DIETHYL ESTER, BENZOATE, 45, 37 Mfsitaidehydf, 47, 1 Mesitylcne, condensation with dichloro methyl methyl ether, 47, 1 Methalljl chloride in alkylation of 2,4-pentanedione with potassium carbonate, 47, 87... 

Tab. 5.4 Alkylation of potassium 4-Z-benzoate under MW + PTC conditions (domestic oven, 600 W, 10% Aliquat).

The acylation of phosphonic carbanions with carboxylic esters is a procedure which has received widespread attention and employed to prepare the protected dimethyl (3,4-dihydroxy-2-oxobutyl)phosphonate 608 and dimethyl [(35)-3-methyl-2-oxo-5-octynyljphosphonate (609), intermediates required in natural product synthesis d An example of intramolecular acylation is the formation of 610 by the action of potassium tert-butoxide on ethyl 2-[(ethoxy)methylphosphinoyl]benzoate d. Acylations of lithiated phosphonoyl carbanions provide dialkyl [(l-formyl)alkyl]phosphonates d ... 

Oxadiazoles. The iminopyrazoline (657) is transformed into the oxadi-azoline (658) on treatment with potassium hydroxide. Irradiation of 2,5-diphenyl-l,3,4-oxadiazole (659) in alcohols ROH gives alkyl benzoates, benz-amide, and the diphenyltriazole (660) by the mechanism shown in Scheme 5. ... 

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