Hydrolysis of cis-N-(2-p-Toluamido-1,2-di-p-tolylethenyl)toluamide.-Amide 7b (54 mg, 1.1 mmol) was hydrolyzed, in an identical manner with amide 7a, affording p-toluic acid, mp 177-180°, and 24 mg (91%) of 2,4,5-tris-p-tolyloxazole, which was recrystallized from absolute ethanol, mp 143-145°( lit.24 mp 145°).Pyrolysis of a's-A''-(2-p-Toluamido-l,2-di-p-tolylethenyl)toluamide.-Amide 7a (200 mg, 0.43 mmol) was py roly zed, in an identical manner with amide 7a, affording a distillate (p-tolunitrile, p-toluic acid, and p-toluic acid anhydride) and a residue, which was recrystallized from ethanol giving 130 mg (90%) of 2,4,5-tris-p-tolylimidazole, mp 232-233°. Each compound was substantiated by spectral comparisons with authentic samples.
The products of the hydrolysis reactions of diethyl methylphosphonite at room temperature have been elucidated by means of proton nuclear magnetic resonance. The reaction was followed by observing the methyl-hydrogen resonance, phosphorus-hydrogen resonance, methylenehydrogen resonance, and hydroxyl-hydrogen resonance. Upon addition of up to one mole of water per mole of diethyl methylphosphonite, ethyl hydrogen methylphosphinate was produced in a very rapid and complete reaction. Upon addition of greater than one mole of water—up to two moles of water per mole of diethyl methylphosphonite—the ethyl hydrogen methylphosphinate that was produced was further hydrolyzed to dihydrogen methylphosphinate in a very slow reaction. At ratios of two or more moles of water per mole of diethyl methylphosphonite, only dihydrogen methylphosphinate and ethanol were observed in solution after the reactions had come to completion. Trivalent phosphorus hydrolysis products were not observed in this reaction sequence. The chemical shifts, spin—spin coupling constants, and analytical data are described.
Alkylation of methyl O-(tetrahydropyran-Z-yl)mandelate in dimethyl sulphoxide was shown to produce transesterification products at 80" whereas normal Calkylation was observed a t 25".
Aus den aromatischen Oxoverbindungen (I) erhält man mit Butyllithium und Methylenchlorid bei niedriger Temperatur die Addukte (II), die alkalisch zu den Hydroxy‐aldehyden (III) verseift werden.
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