http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-741017-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_043c6a4e90e797f67a0e5cb252d30c56 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07C47-19 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07C47-19 |
| filingDate | 1953-07-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1955-11-23-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-741017-A |
| titleOfInvention | A process for hydroxylating olefinically unsaturated alcohols and aldehydes |
| abstract | Olefinically unsaturated alcohols and aldehydes are hydroxylated by adding a peroxide to a mixture comprising the alcohol or aldehyde and osmium oxide, the peroxide being added at such a rate that a detectable amount of black precipitate is present in the reaction mixture throughout the course of the reaction. The preferred temperature of operation is in the range 20 DEG -50 DEG C. Preferably a diluent, e.g. water or an organic solvent is used. Hydrogen peroxide is the preferred peroxide but other inorganic and organic peroxides may be used. In the examples, (a) allyl alcohol is treated with hydrogen peroxide in the presence of osmium tetroxide to give glycerin; (b) acrolein is treated with hydrogen peroxide in the presence of osmium tetroxide to give glyceraldehyde; methacrolein and crotonaldehyde are similarly treated to give a - and lambda-methyl glyceraldehyde, respectively; (c) acrolein is hydroxylated as in (b) and the mixture is hydrogenated to give glycerin; (d) citral is hydroxylated according to the process of the invention and hydrogenated to give 3,7-dimethyl-1,2,3,7,8-pentahydroxyoctane; cinnamic aldehyde is treated similarly to give a -phenyl glycerin. Similarly olefinic aldehydes in which the double-bond is further removed from the aldehyde group may be hydroxylated by the process of the invention. For example, 3,4-dihydroxypropanol is obtained from vinylacetaldehyde and 9,10-dihydroxyoctadecanal is obtained from oleic aldehyde. Substituted olefinic aldehydes may also be used as starting materials, e.g. p - methoxyphenyl glyceraldehyde is obtained from p-methoxy cinnamic aldehyde, o-hydroxyphenyl glyceraldehyde is produced from o-hydroxy cinnamic aldehyde, and g -chloromethyl glyceraldehyde is produced from g -chlorocrotonaldehyde. Specification 540,534, [Group III], is referred to. |
| isCitedBy | http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-2129800-A |
| priorityDate | 1952-07-25-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 47.