http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-784620-A

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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D301-12
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D303-48
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D303-40
http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D303-16
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filingDate 1955-06-08-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1957-10-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-784620-A
titleOfInvention Manufacture of aliphatic chloroepoxides
abstract Aliphatic chlorepoxides are manufactured by reacting an allylic chlorohydrocarbon containing the group: <FORM:0784620/IV (a)/1> with peracetic or perpropionic acid substantially free from hydrogen peroxide, water, mineral acids and salts, preferably at 25-200 DEG C. Advantageously the allylic chlorohydrocarbon is heated to refluxing temperature and the peracetic or perpropionic acid is gradually added, if desired in admixture with acetaldehyde and/or acetone. To prevent decomposition of the peracid by heavy metal ions during the reaction, it may be carried out in the presence of a sequestering agent (e.g. an alkali metal salt of a polyphosphate or partially esterified polyphosphate, gluconic acid, ethylenediaminetetracetic acid or sodium silicate) or of a compound which inhibits the decomposition (e.g. pyrogallol, trinitrobenzene or sodium pyrophosphate). Preferred starting materials are compounds containing either one or two chlorine atoms in the allylic position but none attached directly to either of the olefinic carbon atoms, and having the general formula: <FORM:0784620/IV (a)/2> wherein R1, R2, R3, R4 and R5 represent hydrogen or alkyl or chloroalkyl radicals. Examples describe the preparation, using peracetic acid, of chloroisobutylene oxide from methallyl chloride, 3 - chloro - 1 : 2 - epoxybutane from 3 - chloro - 1 - butene, 1 : 4 - dichloro - 2 : 3-epoxybutane from 1 : 4-dichloro-2-butene, epichlorhydrin from allyl chloride, 3 : 4-dichloro1 : 2-epoxybutane from 3 : 4-dichloro-1-butene and 2 : 3-epoxy-2-ethylhexyl chloride from 2-ethyl-2-hexenyl chloride; and the preparation of 1-chloro-2 : 3-epoxybutane from crotyl chloride and perpropionic acid. Starting materials. Peracetic and perpropionic acids of the desired degree of purity are prepared by treating acetaldehyde and propionaldehyde respectively with oxygen at a low temperature, advantageously in the presence of a catalytic amount of a heavy metal salt or under ultra-violet irradiation, thermally decomposing the resulting acetaldehyde monoperacetate or propionaldehyde monoperpropionate, and rapidly separating the resulting peracid from the simultaneously liberated aldehyde. The preparation of each of the peracids is described in detail. 2-Ethyl-2-hexenyl chloride is prepared by treating 2-ethyl-2-hexenol with thionyl chloride in the presence of pyridine.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-4944847-A
http://rdf.ncbi.nlm.nih.gov/pubchem/patent/DE-2060190-A1
priorityDate 1954-06-28-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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