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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.44B [2005] >
IJC-B Vol.44B(08) [August 2005] >
| Title: | Reaction of orthoesters with alcohols in the presence of acidic catalysts: A study |
| Authors: | Kumar, H M Sampath
Joyasawal, Sipak
Reddy, B V S
Chakravarthy, P Pawan
Krishna, A D
Yadav, J S |
| Keywords: | Allylic alcohols
benzylic alcohols
unsymmetrical ethers
orthoesters
montmorillonite KSF
O-acetylation
Claisen rearrangement |
| Issue Date: | Aug-2005 |
| Publisher: | CSIR |
| IPC Code: | Int.Cl.7 C 07 C 31/00, C 07 C 69/00 |
| Abstract: | Allylic and benzylic alcohols are converted
into corresponding unsymmetrical ethers when reacted with various orthoesters
in the presence of montmorillonite KSF at ambient temperature. A detailed study
has been undertaken to examine the mechanism and generality of these reactions
with regard to various acidic catalysts, which reveal interesting competitive
reactions mainly O-acetylation,
together with trace amount of dimerized product. The type of the side product
and their relative quantity depends upon the nature of the catalyst employed.
Furthermore, the low yields of the Claisen rearrangement product obtained from
allylic alcohols under heating is rationalized due to the formation of some of
these products. |
| Page(s): | 1686-1692 |
| ISSN: | 0975-0983(Online); 0376-4699(Print) |
| Source: | IJC-B Vol.44B(08) [August 2005]
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