A product, " Dianin's compound,'' first prepared in 1914 from phenol and mesityl oxide, is shown to be 4-P-hydroxyphenyl-2 : 2 : 4-trimethylchroman (111). Oxidation yields 2 : 2 : 4-trimethylchroman-4-carboxylic acid, and thermal degradation gives phencl and 2 : 2 : 4-trimethylchromen. The latter compound has been synthesised and yields Dianin's compound by addition of phenol.Dianin's compound forms inclusion compounds with over fifty widely differing organic solvents, some inorganic gases, and with iodine. The large, separate cavities in the crystals are defined by six molecules of Dianin's compound, and the ratio of number of molecules of Dianin's compound to the number of included molecules is generally 6 : 1, though a ratio of 3 : 1, i.e., 2 molecules per hole, is found with a number of small molecules.PREVIOUS papers 1, have described inter al. some derivatives of 2'-hydroxy-2 : 4 : 4-trimethylflavan prepared by condensing simple phenols with acetone, and these flavans formed inclusion compounds with a variety of organic solvents.2* The condensation product of phenol with mesityl oxide was studied by Dianin: and he observed that it formed crystalline adducts with certain organic solvents. We have now reinvestigated this substance, which will be referred to as " Dianin's compound " (see a preliminary note by Baker and McOmie 7.Dianin showed that phenol (2 mol.) reacted with mesityl oxide (1 mol.) in presence of hydrogen chloride to give a monohydric phenol, C18H2002, which formed a benzoate and a *
previously found at room temperature""], the C3-C3' bridge bond length (1.417 A, Fig. Id) is remarkably short. Fig. I. Electron density distribution in the bonds of 1 aqd bond lengths [A] at -155 "C. The contours are drawn at intervals of 0.05 eA-' and the standard deviation of the bond lengths is 0.001 A. The atoms are not numbered in accordance with IUPAC rules. Crystallographic data of 1 (C,H,O): for data at room temperature see [11; at -155 "C: a = 10.7598(7), b=6.8256(4), c=8.396(1)A,,!3=110.999(5)": C2/c;2=4. Up tosinO/A=1.15 k ' ( M o K ,radiation) 1968 independent, repeatedly measured reflections (248 of which were unobserved, F,, <2.5a(E,)) were collected; the C and 0 atoms were refined with 1028 reflections of higher order (0.70
Es wird die Totalsynthese des linearen Peptidalkaloids Hexaacetylcelenamid A (7) beschrieben. Schlüsselreaktionen sind zwei Kondensationen mit α‐(Dialkylphoshoryl)aminosäurederivaten 10 zum Aufbau der Dehydroaminosäure‐ und Dehydropeptidderivate 14 bzw. 17.
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