1955
DOI: 10.1021/ja01610a010
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The Use of the Disproportionation of Esters of 2-Propanenitronic Acid to Convert Halides to Carbonyl Compounds and Benzaldehyde to Benzamides

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Cited by 28 publications
(2 citation statements)
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“…The filtrate, which produced a precipitate, was filtered again. The material was recrystallized from 95% ethanol to yield undecane aldoxime (4.43 g, 41%, mp 69-7 1 "C (literature, 7 1-72 "C) (Lieberman 1955); IH NMR (CDC13): chemical shift (ppm), no. hydrogens, multiplicity, type; 0.9,3H, triplet, CH3; 1.2, 14 H, singlet, CH2; 1.4-1.6, 2H, multiplet, CH; 2.2, lH, m, CH; 2.4 , lH, multiplet, CH; 6.7, lH, broad singlet, OH; 7.4, lH, triplet, CH=N.…”
Section: Preparation Of Undecane Aldoximementioning
confidence: 99%
“…The filtrate, which produced a precipitate, was filtered again. The material was recrystallized from 95% ethanol to yield undecane aldoxime (4.43 g, 41%, mp 69-7 1 "C (literature, 7 1-72 "C) (Lieberman 1955); IH NMR (CDC13): chemical shift (ppm), no. hydrogens, multiplicity, type; 0.9,3H, triplet, CH3; 1.2, 14 H, singlet, CH2; 1.4-1.6, 2H, multiplet, CH; 2.2, lH, m, CH; 2.4 , lH, multiplet, CH; 6.7, lH, broad singlet, OH; 7.4, lH, triplet, CH=N.…”
Section: Preparation Of Undecane Aldoximementioning
confidence: 99%
“…(i) Addition of pinacol to (3b) or (3c), a reaction which is characteristic of cyclic two-co-ordinated phosphorus compounds ,2,6 gave rise, as expected, to the formation of the spirophosphorane In acetonitrile solution (12) is slowly converted into (13) at room temperature (3 days) by an unexpected ring contraction reaction involving an unusual cyclic phosphorus-carbon bond cleavage under very mild conditions. In this reaction (4) is trapped in its protonated form, the counter-anion being the (3H, d.JpH lOHz), 2.51 (3H, d,JpH lOHz), 4.0 (1H),4.4(1H,…”
Section: Synthesis Of the Firstmentioning
confidence: 99%