Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one

Font, J. ; Gracia, A. ; de March, P.

Amsterdam : Elsevier
ISSN:
0040-4020
Source:
Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
Topics:
Chemistry and Pharmacology
Type of Medium:
Electronic Resource
URL:
_version_ 1798291346571657216
autor Font, J.
Gracia, A.
de March, P.
autorsonst Font, J.
Gracia, A.
de March, P.
book_url http://linkinghub.elsevier.com/retrieve/pii/S0040-4020(01)86775-2
datenlieferant nat_lic_papers
fussnote Treatment of methyl 2,3-pentadlenoate, 3, with bromine in carbon tetrachloride affords a complex mixture, whose main products are methyl (E)- and (Z)-3,4-dlbromo-2-pentenoate, 9 and 10, and 4-bromo-5-methyl-5H-furan-2-one, 4. The mechanism of formation of these and other minor compounds is discussed. Hydrolysis of the crude mixture in the presence of barium hydroxide affords lactone 4 in 30% overall yield.
hauptsatz hsatz_simple
identnr NLZ175976759
issn 0040-4020
journal_name Tetrahedron
materialart 1
package_name Elsevier
publikationsort Amsterdam
publisher Elsevier
reference 46 (1990), S. 4407-4416
search_space articles
shingle_author_1 Font, J.
Gracia, A.
de March, P.
shingle_author_2 Font, J.
Gracia, A.
de March, P.
shingle_author_3 Font, J.
Gracia, A.
de March, P.
shingle_author_4 Font, J.
Gracia, A.
de March, P.
shingle_catch_all_1 Font, J.
Gracia, A.
de March, P.
Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
0040-4020
00404020
Elsevier
shingle_catch_all_2 Font, J.
Gracia, A.
de March, P.
Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
0040-4020
00404020
Elsevier
shingle_catch_all_3 Font, J.
Gracia, A.
de March, P.
Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
0040-4020
00404020
Elsevier
shingle_catch_all_4 Font, J.
Gracia, A.
de March, P.
Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
0040-4020
00404020
Elsevier
shingle_title_1 Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
shingle_title_2 Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
shingle_title_3 Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
shingle_title_4 Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
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source_archive Elsevier Journal Backfiles on ScienceDirect 1907 - 2002
timestamp 2024-05-06T08:31:10.347Z
titel Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
titel_suche Reaction of methyl 2,3-pentadienoate with bromine. Preparation of 4-bromo-5-methyl-5H-furan-2-one
Treatment of methyl 2,3-pentadlenoate, 3, with bromine in carbon tetrachloride affords a complex mixture, whose main products are methyl (E)- and (Z)-3,4-dlbromo-2-pentenoate, 9 and 10, and 4-bromo-5-methyl-5H-furan-2-one, 4. The mechanism of formation of these and other minor compounds is discussed. Hydrolysis of the crude mixture in the presence of barium hydroxide affords lactone 4 in 30% overall yield.
topic V
uid nat_lic_papers_NLZ175976759