Methylcyclohexane carboxylation

How might you use an alkylation reaction to prepare ethyl 1-methylcyclohexane-carboxylate ... 

Chloro-3-hydroxybutyronitrile, byproduct in preparation of 3-hydroxyglu taronitrile, 46, 49 3-hydroxyglutaronitrile from, 46, 49 1-Chloro-l-methylcyclohexane as precursor of 1-methylcyclohexane-carboxylic acid, 46, 73 Chloromethyl phenyl ether, 47,... 

No epidemiological data relevant to the carcinogenicity of 3,4-epox5 -6-methylcyclo-hexylmethyl 3,4-epoxy-6-methylcyclohexane carboxylate were available. 

Epoxy-6-methylcyclohexylmethyl 3,4-epoxy-6-methylcyclohexane carboxylate is not classifiable as to its carcinogenicity to humans (Group 3). 

Typical nucleophilically cleavable linkers are the REM resin linker 86 [75] (polymer-bound benzyl acrylate regenerated Michael acceptor) and the Dde group 87 (ADCC (4-Acetyl-3,5-dioxo-l-methylcyclohexane carboxylic acid) anchor) [76], which are linkers for tertiary and primary amines, respectively (Figure 6.1.7). 

Consider the compounds n-butylcyclopropanecarboxylate (1) and methylcyclohexane-carboxylate (11), which have the same molecular composition C8H14O2 ... 

The diastereoselective hydrogenation of N-(2-methylbenzoyl)-f5j-proline methyl ester 1 into optically active 2-methylcyclohexane carboxylic acids was studied on rhodium catalysts supported on active carbon, graphite and alumina. The diastereoselectivity was highly dependent upon the nature of the support. Without modification of the catalysts by EDCA, a 40% d.e. was measured over Rh/AljOj, in contrast to Rh/C or Rh/G catalysts which were unselective. The adsorption of the aromatic substrate via a specific face on Rh/ AljOj was interpreted in terms of electronic and/or steric factors on the basis of TEM and XPS studies. EDCA addition had comparatively little effect on the initial rates and d.e. of Rh/AljO, because the amine was preferentially adsorbed on the acidic sites of the alumina support. In contrast, the... 

The diastereoselective hydrogenation of N-(2-methylbenzoyl)-(5)-proline methyl ester 1 into optically active 2-methylcyclohexane carboxylic acids was studied on rhodium catalysts supported on active carbon, graphite and alumina. The following points were highlighted ... 

The 4-acetyl-3,5-dioxo-l-methylcyclohexane carboxylic acid (ADCC) linker 2n [128] was developed to provide a support for anchoring primary amines via a preformed handle method. The anchor is stable toward acids and bases including piperidine and l,8-diazabicyclo[5.4.0]undec-7-ene (DBU) and is thus compatible with Fmoc chemistry. The amine can be released by rapid hydrazinolysis on treatment with 2% hydrazine in DMF. A formamidine linker 2o has been obtained from Merrifield resin by reaction with the appropriate phenol. Secondary amines can be anchored to the support by an amidine exchange reaction and after further transformations cleaved by treatment with hydrazine [129]. 

AA, amino acid AC, acid-cleavable linker [4-(hydroxymethyl)-3-methoxy-phenoxy]acetic acid ADCC, 4-acetyl-3,5-dioxo-l-methylcyclohexane carboxylic acid AMEBA, acid-sensitive methoxybenzyl resin ANP, 3-amino(2-nitrophenyl)propionyl BAL, backbone amide linker 9-BBN,... 

Cyclic aliphatic epoxy resins were first introduced in the United States. Some typical examples of commercial materials are 3,4-epoxy-6-methylcyclohexylmethyl-3,4-epoxy-6-methylcyclohexane carboxylate (Unox epoxide 201, liquid) (IX), vinylcyclobexene dioxide (Unox epoxide 206, liquid) (X), and dicyclopentadiene dioxide (Unox epoxide 207, solid) (XI). 

The amide can be easily prepared in high yield and high purity by the reaction of 2,3-dichloro-4-hydroxy-aniline and 1-methylcyclohexane-carboxylic acid chloride, e.g., in toluene with sodium hydroxide as a base (Scheme 17.24). The starting aniline can be made by a Bamberger rearrangement of the intermediate hydroxyl-amine obtained by partial reduction of the corresponding nitro aromatic [109]. 

The spectra of 18 stereoisomeric methylcyclohexane carboxylic esters and of l-deuterio-4-t-butylcyclohexyl derivatives have been discussed. By comparison with several model cyclohexane derivatives the data of cis- and rrflns-2-methoxy-carbonylcyclohexanol and their acetates have been interpreted. Conformations with an equatorial carboxylic ester moiety are preferred. Structural chemical shift correlations within 36 mono- and di-substituted alkylcyclohexenes have also been made. ... 

Epoxy 6-methylcyclohexane-carboxylic acid Unox 201 Union Carbide 16 20 Brown... 

Methylcyclohexane tert. Butanol 15-25 72% 1-Methylcyclohexane-carboxylic acid-1 16% Pivalic acid... 

Methylcyclohexane Pentanol-2 15-25 36% 1-Methylcyclohexane-carboxylic acid-1 30% 2,2-Dimethylbutyric acid... 

Methylbutane [641] tert. Butanol 20 57 % 2,2-Dimethylbutyric acid methyl ester 1 -methylcyclohexane carboxylic acid (ratio ester to acid 1.4 1) 11 % Pivalic acid methyl pivalate... 

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