http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-824610-A

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assignee http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_2dbb2d7ecbd600cf89fbdd230f4a466c
classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07F3-10
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07F3-10
filingDate 1958-03-17-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1959-12-02-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-824610-A
titleOfInvention Process for the preparation of unsaturated organomagnesium halides
abstract Organomagnesium halides may be prepared by reacting magnesium with a halogen derivative of an unsaturated organic compound in an inert atmosphere, the reaction being initiated with a small portion of the said halogen derivative in a primary solvent medium comprising tetrahydrofuran, tetrahydropyran, an alkyl derivative of either or a polyethylene glycol diether, the primary solvent being then replaced by or mixed with a secondary solvent comprising an aliphatic monoether, a phenolic ether or a formal and the reaction continued with the addition of the remainder of said halogen derivative. The halogen derivative may be of formula <FORM:0824610/IV (b)/1> where X is halogen and the double bond is in a chain or in a homocyclic ring, or of formula R-C­C-X, where X is halogen and R is an aliphatic or cyclic radical. Preferred polyethylene glycol diethers are those of formula R1(OCH2CH2)n-O-R2, where R1 and R2 are the same or different and are C2-4 alkyl, and n is 2 or 3. The reaction may be carried out in an atmosphere of nitrogen, and as in conventional Grignard synthetic procedures the product may be reacted to form carbinols, hydrocarbons, &c. Example 1 describes the preparation of the Grignard reagent of 1-bromo-propene using as the primary solvent tetrahydrofuran and as the secondary solvent (a) diethyl ether, (b) methyl iso-amyl ether; (c) methyl benzyl ether; (d) methyl iso-propyl ether; (e) di-n-butyl ether; (f) di-isopropyl ether; (g) methylal; and (h) a mixture of anisole and diethyl ether. The undermentioned compounds are prepared from the unsaturated organomagnesium halides:- Example 1, hexyl 1-propenyl carbinol, dimethyl 1-propenyl carbinol; Example 2: C2H5O-CH2-CH=CH-CHOH-C6H13 <FORM:0824610/IV (b)/2> Example 3: C7H15CHOH-CH=CH-CH3 <FORM:0824610/IV (b)/3> Benzene, naphthalene. (CH3)2CH-C6H4-CH2.CH=CH2 <FORM:0824610/IV (b)/4> Examples 4, 5-7, methyl-(1-hexynyl)-carbinol. Examples 6, 8, propyl-(2-phenyl-1-ethynyl)-carbinol.
priorityDate 1957-04-26-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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