CER - Central Repository
Institute of Chemistry, Technology and Metallurgy
    • English
    • Српски
    • Српски (Serbia)
  • English 
    • English
    • Serbian (Cyrillic)
    • Serbian (Latin)
  • Login
View Item 
  •   CER
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
  •   CER
  • IHTM
  • Radovi istraživača / Researchers' publications
  • View Item
JavaScript is disabled for your browser. Some features of this site may not work without it.

The reaction of lead tetra-acetate with some acyclic hydroxy-ethers

Authorized Users Only
1966
Authors
Mihailović, Milhailo Lj.
Miloradović, M.
Article (Published version)
Metadata
Show full item record
Abstract
By means of lead tetra-acetate in refluxing benzene open-chain 1,2-, 1,3-, 1,4- and 1,5-hydroxy-ethers are mainly converted to the corresponding five-membered or six-membered cylic products. Thus, 2-alkoxy-1-ethanols afford 2-substituted 1,3-dioxolanes in 50-53% yield and 4-ethoxy-1-butanol gives 2-ethoxytetrahydrofuran in 52% yield; 3-alkoxy-1-propanols are oxidized to the corresponding 2-substituted 1,3-dioxans in 26-40% yield and 5-ethoxy-1-pentanol cyclizes to 2-ethoxytetrahydropyran in 46% yield. 2-Phenoxyethanol undergoes ring closure to 1,4-benzodioxan in 15% yield.
Keywords:
acyclic hydroxy-ethers / lead tetra-acetate / synthesis / ring closure / cyclisation
Source:
Tetrahedron, 1966, 22, 2, 723-738
Publisher:
  • Elsevier
Funding / projects:
  • The Serbian Republic Research Fund
  • The Yugoslav Federal Research Fund

DOI: 10.1016/0040-4020(66)80043-1

ISSN: 0040-4020

Scopus: 2-s2.0-0042455524
[ Google Scholar ]
22
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4685
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Mihailović, Milhailo Lj.
AU  - Miloradović, M.
PY  - 1966
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4685
AB  - By means of lead tetra-acetate in refluxing benzene open-chain 1,2-, 1,3-, 1,4- and 1,5-hydroxy-ethers are mainly converted to the corresponding five-membered or six-membered cylic products. Thus, 2-alkoxy-1-ethanols afford 2-substituted 1,3-dioxolanes in 50-53% yield and 4-ethoxy-1-butanol gives 2-ethoxytetrahydrofuran in 52% yield; 3-alkoxy-1-propanols are oxidized to the corresponding 2-substituted 1,3-dioxans in 26-40% yield and 5-ethoxy-1-pentanol cyclizes to 2-ethoxytetrahydropyran in 46% yield. 2-Phenoxyethanol undergoes ring closure to 1,4-benzodioxan in 15% yield.
PB  - Elsevier
T2  - Tetrahedron
T1  - The reaction of lead tetra-acetate with some acyclic hydroxy-ethers
VL  - 22
IS  - 2
SP  - 723
EP  - 738
DO  - 10.1016/0040-4020(66)80043-1
ER  - 
@article{
author = "Mihailović, Milhailo Lj. and Miloradović, M.",
year = "1966",
abstract = "By means of lead tetra-acetate in refluxing benzene open-chain 1,2-, 1,3-, 1,4- and 1,5-hydroxy-ethers are mainly converted to the corresponding five-membered or six-membered cylic products. Thus, 2-alkoxy-1-ethanols afford 2-substituted 1,3-dioxolanes in 50-53% yield and 4-ethoxy-1-butanol gives 2-ethoxytetrahydrofuran in 52% yield; 3-alkoxy-1-propanols are oxidized to the corresponding 2-substituted 1,3-dioxans in 26-40% yield and 5-ethoxy-1-pentanol cyclizes to 2-ethoxytetrahydropyran in 46% yield. 2-Phenoxyethanol undergoes ring closure to 1,4-benzodioxan in 15% yield.",
publisher = "Elsevier",
journal = "Tetrahedron",
title = "The reaction of lead tetra-acetate with some acyclic hydroxy-ethers",
volume = "22",
number = "2",
pages = "723-738",
doi = "10.1016/0040-4020(66)80043-1"
}
Mihailović, M. Lj.,& Miloradović, M.. (1966). The reaction of lead tetra-acetate with some acyclic hydroxy-ethers. in Tetrahedron
Elsevier., 22(2), 723-738.
https://doi.org/10.1016/0040-4020(66)80043-1
Mihailović ML, Miloradović M. The reaction of lead tetra-acetate with some acyclic hydroxy-ethers. in Tetrahedron. 1966;22(2):723-738.
doi:10.1016/0040-4020(66)80043-1 .
Mihailović, Milhailo Lj., Miloradović, M., "The reaction of lead tetra-acetate with some acyclic hydroxy-ethers" in Tetrahedron, 22, no. 2 (1966):723-738,
https://doi.org/10.1016/0040-4020(66)80043-1 . .

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

re3dataOpenAIRERCUB
 

 

All of DSpaceInstitutions/communitiesAuthorsTitlesSubjectsThis institutionAuthorsTitlesSubjects

Statistics

View Usage Statistics

DSpace software copyright © 2002-2015  DuraSpace
About CeR – Central Repository | Send Feedback

re3dataOpenAIRERCUB