Cyclohexanecarboxylates methyl

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, 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-... 

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)... 

Excess Peterson reagent 1606 a reacts with methyl benzoate, via the intermediates 1609 and 1610, to give, on work-up, some a-trimethylsilylacetophenone 1609 and 49% phenylallylsilane 1611 [15], whereas with 1606a ethyl cyclohexanecarboxylate affords only the a-trimethylsilyl-ketone 1612 [16, 17] (Scheme 10.6). 

Experimental Procedure 2.2.7. Diels-Alder Reaction of a Tungsten Vinylcarbene Complex Methyl 2-(2-Furyl)-5-methyl-4-oxo-l-cyclohexanecarboxylate [237]... 

Apart from the reaction of cyclohexanecarboxylic acid with methyllithium, cyclohexyl methyl ketone has been prepared by the reaction of cyclohexylmagnesium halides with acetyl chloride or acetic anhydride and by the reaction of methylmagnesium iodide with cyclohexanecarboxylic acid chloride. Other preparative methods include the aluminum chloride-catalyzed acetylation of cyclohexene in the presence of cyclohexane, the oxidation of cyclohexylmethylcarbinol, " the decarboxylation and rearrangement of the glycidic ester derived from cyclohexanone and M)utyl a-chloroj)ropionate, and the catalytic hydrogenation of 1-acetylcycIohexene. "... 

Addition of diphenylphosphine or phenylphosphine to methyl 1-cyclohexanecarboxylate under base catalysis yielded 186 and 187 [164] (Figure 17). The Pd-catalyzed Heck reaction of substituted olefins with (p-bromophenyl)diphenylphosphine oxide in dimethylformamide afforded substituted phosphine oxides which could be reduced with trichlorosilane to yiled the corresponding carboxylatedphosphines - 188, too, was prepared this way [165],... 

CYCLOHEXANECARBOXYLIC ACID, l-cyano-2-methyl-, ethyl ester, 55,... 

For more remote substitution p is expected to be smaller. Thus Hay and Porter-28 found p = 0.6 for the alkaline hydrolysis of the methyl esters of a-amino acids, RCH(NH2)COOCH.3 in water at 25°C. However, higher sensitivities are possible if the geometry of the system is such that the direct transmission of polar effects becomes more important. For example, Roberts and Moreland245 found that the effects of substituents in the 4 position of ethyl bicyclo-[2.2.2]octane-l-carboxylates (28) on the hydrolysis in 88% ethanol at 30°C are comparable to those observed for meta- anti para-substituted benzoates (p = 2.24), and a similar, though smaller, effect, is observed for methyl rrarts-4-substituted cyclohexanecarboxylates (29). 

Ethyl 2-(cyanomethylene)cyclohexanecarboxylate (379) and /V-methyl-propylenediamine in o-dichlorobenzene at 170-180°C for 24 h yielded 1-methyl-l,2,3,4,7,8,9,10-octahydro-6//-pyrimido[l,2-b]isoquinolin-6-one (380) (78GEP2731982 79YZ880 81BRP1588166,81USP4284778). 

Fine Ni powder and l-methyl-l-cyclohexanecarboxylic acid were used instead of Raney Ni and pivalic acid. 

The first McCasland s pseudo-sugar, pseudo-a-DL-talopyranose (P) was synthesized from 4-acetoxy-2,3-dihydroxy-5-oxo-cyclohexanecarboxylic acid (6) as follows [13]. Reduction of the oxo acid 6 with sodium borohydride and subsequent esterification with methanol and trifluoroacetic acid, followed by acetylation gave methyl (1, 2, 3, 4/5)-2, 3, 4, 5-tetraacetoxycyclohexanecarboxylate (7). Hydrogenation of 7 with lithium aluminium hydride and successive acetylation yielded pseudo-a-DL-talopyranose pentaacetate (8). Hydrolysis of 8 in ethanolic hydrochloric acid gave pseudo-a-DL-talopyranose 9 in 23% overall yield from 6 [1] (Scheme 6). 

Dissociation constants were determined from their inhibition of the reaction between HSA and p-nitrophenyl acetate as determined in pH 7.4, 0.03M triethanolamine / HCl at 25° C. Nonpolar surface areas were calculated according to Hermann (48/ The carboxylate ions are as follows (1) butyrate (2) valerate (3) hexanoate (4) heptanoate (5) octanoate (6) nonanoate (7) decanoate (8) undecanoate (9) dodecanoate (10) cyclohexanecarboxylate (11) 1-methyl-1-cyclohexanecarboxylate (12) cyclohexylacetate (13) 2-n-propylvalerate and... 

When the 3-, 4-, 5-, and 6-methyl derivatives of methyl 2-oxo-l-cyclohexanecarboxylates are used as substrates, the selectivities ranged from moderate to excellent, with the 3-methyl derivative showing the best selectivity (Table 1,... 

Table 1 Arylation of various ring-substituted methyl 2-oxo-1 -cyclohexanecarboxylate compounds with p-methoxyphenyllead triacetate49...

Methyl 2-oxocyclohexanecarboxylate Cyclohexanecarboxylic acid, 2-oxo-, methyl ester (9) (41302-34-5)... 

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