Magnesium mesityl- bromid

Mesitylmagnesium bromide prepared from mesityl bromide in dry ether added dropwise to an ice-cooled ethereal soln. of tosyl azide, stirring continued 0.5 hr., the resulting dry crude triazene salt suspended in dry ether, ice-cooled, aq. Na-pyrophosphate added dropwise at 0-20° to sequester the magnesium, and stirred overnight -> mesityl azide. Y ... 

A. From Halogenophosphine and Organometallic Reagent.—Mesityl-magnesium bromide reacts with chlorodiethylphosphine and dichloroethyl-phosphine at — 10 °C in THF to yield mesityldiethylphosphine and dimesitylethylphosphine respectively. ... 

Mesitoic acid has been prepared by carbonation of mesityl-magnesium bromide 2-4 by hydrolysis of its amide prepared by condensation of mesitylene with carbamyl chloride under the influence of aluminum chloride 6 by oxidation of isodurene with dilute nitric acid 6-7 by distillation of 2,4,6-trimethylmandelic acid (low yield) 8 by dry distillation of 2,4,6-trimethyIphenyl-glyoxylic acid 9 by oxidation of the latter with potassium permanganate 10 and by treating 2,4,6-trimethylphenylglyoxylic acid with concentrated sulfuric acid in the cold11 or with heating.12... 

Hydroxy-4-methyl-4-penten-2-one (1) was prepared from 3-chloro-mesityl oxide using a modified procedure from the literature [ref.4], A reference sample of 4-methyl-4-penten-2,3-dione (2) was prepared from using the copper acetate method [ref.2], 4-methyl-pentan-2,3-dione (3) was purchased from Wiley Co. 2-Hydroxy-4-methyl-4-penten-3-one (4) was synthesized in 30% yield from 2-propenyl-magnesium bromide and 2-hydroxy-propionitrile in tetrahydrofurane. The structures of all compounds were confirmed by H-. C-NMR- and mass spectroscopy [ref. 5],... 

The [2,1,3]-elimination of ethanol from the aziridine 224 is clearly base-induced (mesityl-magnesium bromide) and forms 225 (77 %)122). In the ester cleavage of homoadamantyl acetate (226, gas phase), both possibilities of the [2,l,3]-elimination are observed, i.e. Ct—C-migration leads to 227 (30%), C—H-migration to 228 (5%)123>. 

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