2.4.6- Trimethyl-4-phenyl- 1,3-dioxane

Trimethyl-4-phenyl-1,3-dioxane CAS 5182-36-5 EINECS/ELINCS 225-963-6 Classification Cyclic acetal... 

Tri methyl hexyl formate Tri methyl hexyl propionate Trimethylphenethyl alcohol 2,3,6-Trimethylphenol 2,4,6-Trimethyl-4-phenyl-1,3-dioxane... 

Trimethyl-4-phenyl-1,3-dioxane 2,2,6-Trimethyl-a-propylcyclohexanepropanol 2,6,10-Trimethyl 5,9-undecadienal Undecatriene Verdyl acetate... 

A mixture of 6-bromo-4-(tri luoromethanesulfonyloxy)-5,8-dimethoxy-quinoline (1.35 g, 3.25 mmol), trimethyl[2-[(l,l-dimethylethoxycarbonyl)-amino]phenyl]tin (1.68 g, 4.70 mmol), lithium chloride (330 mg, 7.80 mmol), copper(I) bromide (25 mg, 0.17 mmol), and tetrakis(triphenylphosphine)palla-dium (0) (180 mg, 0.16 mmol) in dioxane (60 cm ) was heated at 90 °C for 60 h. After being cooled to rt, the mixture was partitioned between EtOAc and a 5 % aqueous ethylenediamine solution to remove any copper species, completely. After the usual work up, the residue was chromatographed (1.5 1 hexanes -EtOAc) to yield the title compound as a white solid (952 mg, 64%, several other fractions contained the title compound contaminated with 6-bromo-5,8-di-methoxy-4-methylquinoline) mp 166-168 °C. 

On irradiation with a high-pressure mercury lamp, 9-phenyl-8-azapurine in dioxane gave 9i/-pyrimido[4,5-i>]indole in 33% yiel whereas 54% was obtained in methanol. Nine derivatives of this azapurine, carrying various substituents in the 6 position, behaved similarly (32-91% yields). The principal by-products arose from (1) replacement of hydrogen in the 4 position of the pyrimidoindole by dioxane or methanol residues, (2) reaction with benzene, when used as a solvent, to yield 4-anilino-5-phenylpyrimidine, and (3) reaction with dioxane to furnish 4-anilinopyrimidines. l,3,7-Trimethyl-8-azapurine-2,4-dione, irradiated with diethylamine in acetonitrile, gave 6-diethylamino-1,2-dimethyl-5-methylaminopyrimidine-2,4-dione (66% yield). However, photolysis in methanol gave 5-hydroxy-l,3-dimethyl-6-methoxypyrimidine-2,4- one (22% yield). 

CMCs of these polyfluorinated surfactants are of the order of 10 5 m.47 Plots of the observed H chemical shifts versus surfactant concentration of cetyl trimethyl ammonium chloride, cetyl pyridinium chloride, cetyl dimethyl phenyl ammonium chloride, cetyl dimethyl benzyl ammonium chloride, cetyl dimethy 1-2-phenyl ethyl ammonium chloride, and cetyl dimethyl-3-phenyl propyl ammonium chloride, are sigmoidal and were fitted to a model based on the mass action. The H chemical shift-based CMC values are in excellent agreement with those determined by the surface tension method.48 The micellization processes of dodecyl trimethyl ammonium halides (chloride and bromide) studied by calorimetric titration show different behaviors at 298 K. However, these disappear at 313 K, while the results measured by the chemical shift versus surfactant concentration do not show this difference.49 The CMC of 3-aminopropyl triethoxy silane in toluene is ca. 0.47m, measured by H and l3C chemical shifts.50 The CMC of optically active potassium A -n-dodecanoyl alaminate measured by H and l3C chemical shifts is lower (11-15 him) in D20 than that in a mixed solvent of 1,4-dioxane and D20 (19mM).-51 The H chemical shift shows that the CMC of resorcinol-type calix[4] phosphoric esters having four alkyl side-chains, [4]Ar 5P-R-n, is insensitive to the length of the side-chains, n.52 The CMC values of a family of surfactants, the sodium cyclohexyl alkanoates, with different lengths of the alkanoate side-chains, were obtained from 13C chemical-shift measurements. The results show that these amphiphiles have high CMCs (0.12-1.02 m).-53... 

Na-methoxide in methanol added to a suspension of N-benzylquininium chloride in THF at room temp., stirred for 10 min, added dropwise to a soln. of 5-phenyl-2,2,5-trimethyl-4,6-dioxo-l,3-dioxane in toluene at —50°, stirred for 15 min at —50°, then quenched with 3% citric acid (R)-product. Y 73% (e.e. 34%). The alkoxide forms an ion pair in situ with the chiral reagent. F.e.s. J. Hiratake et al.. Synthesis 1988, 278-80. 

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