Alkyl benzyl ketones and hydantoin derivatives

Abstract

tañe with phosgene and reacting the resulting isocyanate with aniline.Prolonged Hydrogenation of 2-lsocyanatomethylbicyclo-[2.2.1 ] heptane. The above experiment was repeated, with the exception that the catalyst used was 5% palladiumon-alumina, and the reduction was continued until the hydrogen uptake decreased to a rate of less than 1 p.s.i. in two hours (Figure 1). The total quantity of hydrogen consumed was approximately 1.26 mole per mole of olefin, or 0.26 mole more than the quantity required to saturate the double bond. Following removal of the catalyst by filtration and the solvent by evaporation, the liquid residue was refined by vacuum distillation, as described above. Two liquid fractions and a solid kettle residue were obtained. Fraction 1, representing about 61% of the kettle charge, boiled from 56°to 128°C. at 1.4 to 1.0 mm. and was identified as principally the saturated isocyanate (IIIB). Fraction 2, representing about 26% of the total charge, boiled at 132°C. at 0.85 mm. (w30D, 1.5002) and was indicated by infrared spectrum (amide C=0 bands at 6.0 and 6.5 microns and an N-H at 3.05 microns) and microanalysis to be N-(2-norbornylmethyl)-formamide.

Reatividade de ciclopropenonas frente a nucleófilos e sua correlação com potenciais de redução em meio aprótico

“…16 Apesar de haver relato da síntese de 1a e 1b por este método, inexiste a descrição dos detalhes experimentais, rendimento e dados físicos para a isopropilfenilciclopropenona 1c. 17 Dessa forma, empregamos aqui a rota apresentada no Esquema 1, onde a benzil-isobutilcetona 9 necessária à síntese de 1c foi preparada como descrito na literatura, 18 empregando-se o organocádmio preparado in situ pela transmetalação do brometo de isobutilmagnésio (gerado in situ a partir do brometo de isobutila 8), e reação deste com o cloreto de fenilacetila 7. Bromação da cetona 9 e tratamento imediato com base forneceu a isopropilfenilciclopropenona 1c em cinco etapas e 18% de rendimento global, Esquema 1.…”

2-Alkyl-3-phenylcinchoninic acids and related products

“…The broadness of several group resonances suggests magnetic nonequivalence, a phenomenon not uncommon in phosphorus esters (1). We have found a most convenient route to diaryl trichloromethylphosphonates (in high yields) by reacting trichloromethylphosphonic dichloride (7) with phenols at room temperature (Table II). The melting points and boiling points and 31P shifts (Table III) for the diaryl trichloromethylphosphonates are positive relative to 85% H3P04.…”