http://rdf.ncbi.nlm.nih.gov/pubchem/patent/GB-1423742-A
Outgoing Links
| Predicate | Object |
|---|---|
| assignee | http://rdf.ncbi.nlm.nih.gov/pubchem/patentassignee/MD5_4acae202b6a15394281949545e70d2f6 |
| classificationCPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07D209-48 |
| classificationIPCInventive | http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07D209-48 |
| filingDate | 1973-01-01-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationDate | 1976-02-04-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| publicationNumber | GB-1423742-A |
| titleOfInvention | 2-oxobut-3-enoates |
| abstract | 1423742 Unsaturated keto-carboxylic acid esters ROUSSEL-UCLAF 1 Jan 1973 [31 Dec 1971 7 Sept 1972] 26118/75 Divided out of 1423741 Heading C2C Esters having the general formula (I) wherein R<SP>1</SP> 1 is C 1 -C 5 alkyl, C 3 -C 7 cycloalkyl or a heterocyclic group having 3-7 carbon atoms; and R<SP>1</SP> 2 is C 1 -C 6 alkyl, C 1 -C 6 haloalkyl or C 7 -C 15 aralkyl, including the novel esters of Formula (I) wherein R<SP>1</SP> 1 is methyl or isopropyl, and R<SP>1</SP> 2 is tert butyl (i.e. tert butyl-3- methyl - 2 - oxo - but - 3 - enoate and tert butyl 3 - isopropyl - 2 - oxo - but - 3 - enoate), are prepared by treating a 2,3-epoxybutanoate of Formula (II) (wherein R<SP>1</SP> 1 and R<SP>1</SP> 2 are as defined above and Hal is Cl or Br), with a reagent capable of dehydrohalogenating the compound (II) to give the ester (I). Suitable dehydrohalogenating agents are lithium bromide, chloride or acetate, silver nitrate, perchlorate or acetate, boron trifluoride, aluminium chloride or 0,0-dimethyldithiophosphate triethylamine salt. An alternative preparation of the compounds (I) is also exemplified, wherein ethyl-3-ethyl-2- hydroxy-3-butenoate is oxidized with MnO 2 giving ethyl-3-ethyl-2-oxo-3-butenoate. This may be converted to tert-butyl 3-ethyl-2-oxo- 3-butenoate by de-esterification with NaOH followed by re-esterification with isobutylene and c.H 2 SO 4 . The epoxy compounds (II) are prepared by reacting an appropriate ketone (e.g. acetone, methylisopropylketone or cyclopentylmethylketone) with tert butyl dichloroacetate and potassium tert butylate. 3-Ethyl-2-hydroxy-3- butenenitrile is prepared by reacting sodium cyanide with 2-ethyl-2-propenal, and is subsequently treated with ethanolic HCl followed by water to give ethyl-3-ethyl-2-hydroxy-3- butenoate. |
| priorityDate | 1971-12-31-04:00^^<http://www.w3.org/2001/XMLSchema#date> |
| type | http://data.epo.org/linked-data/def/patent/Publication |
Incoming Links
Total number of triples: 64.