Cyclohexanecarboxylates

Although turnover of the catalyst is low, even unreactive cyclohexane[526] and its derivatives are oxidatively carbonylated to cyclohexanecarboxylic acid using KiS Og as a reoxidant in 565% yield based on Pd(II)[527]. Similarly, methane and propane are converted into acetic acid in 1520% yield based on Pd(II) and butyric acid in 5500% yield [528],... 

Ethyl cyclohexanecarboxylate [3289-28-9] M 156.2, b 76-77°/10mm, 92-93°/34mm, d 0.960, n 1.420. Washed with M sodium hydroxide solution, then water, dried with Na2S04 and distd. 

N,N Dimethylcyclohexanecarboxamide A 500-ml three-necked flask is equipped with a reflux condenser (drying tube), a pressure-equalizing dropping funnel, and a magnetic stirrer. The flask is charged with 32 g (0.25 mole) of cyclohexanecarboxylic acid and thionyl chloride (45 g, 0.375 mole) is added over 5 minutes to the stirred acid. The flask is heated (oil bath) at a temperature of 150° for 1 hour. The reflux condenser is... 

Methylsulfinyl cyclohexyl ketone is prepared by reaction of the reagent (0.08 mole) with 6.24 g (0.04 mole) of ethyl cyclohexanecarboxylate yielding about 7 g of product, mp 62-63° after recrystallization from isopropyl ether. 

A variety of mixed metal catalysts, either as fused oxides (42 7 8) or coprecipitated on supports (25 0) or as physical mixtures of separate catalysts (5P), have been tested in aniline reductions. In the hydrogenation of ethyl p-aminobenzoate, a coprccipitated 3% Pd, 2% Rh-on-C proved superior to 5% Rh-on-C, inasmuch as hydrogenolysis to ethyl cyclohexanecarboxylate was less (61) (Table 1). 

Chemical Name trans-4-(aminomethyl)cyclohexanecarboxylic acid Common Name —... 

Thioesters are named like the corresponding esters. If the related ester has a common name, the prefix thio- is added to the name of the carboxylate acetate becomes thioacetate, for instance. If the related ester has a systematic name, the -oate or -carboxylate ending is replaced by -thioate or -carbothioate butanoate becomes butanelhioate and cyclohexanecarboxylate becomes cyclohexane-carbothioate, for instance. 

Ethyl 1-bromocyclohexanecarboxylate, when treated with magnesium in anhydrous ether-benzene with subsequent addition of cyclohexanone, yields ethyl l-(l-hydroxycyclohexyl)cyclo-hexanecarboxylate. Dehydration and saponification give rise to l-(l-cyclohexenyl)cyclohexanecarboxylic acid, which upon decarboxylation at 195° yields cyclohexylidenecyclohexane in 8% overall yield, m.p. 540.4 This olefin has also been prepared by the debromination of 1,1 -dibromobicyclohexyl with zinc in acetic acid. ... 

Carbonylation of alcohols to acids, table of examples, 46, 74 Carboxylation, by formic acid, 46, 74 of 2-methylcyclohexanol by formic acid-sulfuric acid to 1-methyl-cyclohexanecarboxylic acid, 46, 72... 

Chinchona alkaloids, such as quinine, are readily available quinuclidine chiral bases which have been used extensively in catalytic Michael additions239 243. Methy 1-2,3-dihydro-1-oxo-l/f-in-dene-2-carboxylate (1) is most frequently used as the Michael donor in these studies. Enantiose-lectivities as high as 76% are reached in the additions to 3-buten-2-one. Modest enantioselec-tivities (< 67%) were also obtained with ethyl 2-oxo-l-cyclohexanecarboxylate and methyl l,3-dihydto-3-oxo-l-isobcnzol urancarboxylate244 245. 

Cyclohexane, methylene-, 40, 66 Cyclohexanecarboxylic acid, 3,4,5-TRIACETOXY-, 42, 62 Cyclohexanecarboxylic acid, 3,4,5-iriol, 42, 62... 

Cyclohexane, methyl, 55, 112 CYCLOHEXANECARBOXYLIC ACID, 1 cyano-2-methyl-, ethyl ester, 55, 57 CYCLOHEXANONE, 2,3-epoxy- [7-Oxa-bityUo[4 1 0]heptan-2-one], 55, 52 2-Cyclohexen-l-one, 55, 52 5-Cyclohexene-l,4-dione, 2,3-dichloro-2,5-di-fm-butyl- [5-Cyclohexene-l,4-dione, 2,3-dichloro-2,5-bis( 1,1-di-methylethyl)-], 55, 32 5-Cyclohexene-l, 4-dione, 2,3,5-tnchloro-... 

The protocol is effective in preparation of hydrazides of 5 carbons or less. Cyclopropanecarboxylic acid hydrazide15 and isobutyric acid hydrazide16 were prepared from their corresponding acid chlorides in 64% and 71% yields, respectively. However, when this method was applied to cyclohexanecarboxylic acid chloride, the bis-acylhydrazide was the predominant product, and the mono-acylhydrazide17 was isolated in 25% yield.18... 

Cyclohexanecarboxylic acid hydrazide has low solubility in water. A biphasic mixture developed during the reaction, which led to the predominant formation of the bis-acylated material. 

Table 1. [53] Anodic decarboxylation of cyclohexanecarboxylic acid in different...

C28H, N305 58914-41-3) see Procarbazine methyl 4-(l -methylethyl)cyclohexanecarboxylate (C11H20O2 175284-00-1) see Nateglinide methyl /V-methylglycinate... 

Dimethylamine (8) Methanamine, N-methyl- (9) (124-40-3) Methyl cyclohexanecarboxylate Cyclohexanecarboxylic acid, methyl ester (8, 9) (4630-82-4)... 

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