Oxidation of dibenzyl ethers by dilute nitric acid

Authors
Joshi, SR Sawant, SB Joshi, JB
Citation
Sr. Joshi et al., Oxidation of dibenzyl ethers by dilute nitric acid, ORG PROC R, 5(2), 2001, pp. 152-157
Citations number
9
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC PROCESS RESEARCH & DEVELOPMENT
ISSN journal
10836160 → ACNP
Volume
5
Issue
2
Year of publication
2001
Pages
152 - 157
Database
ISI
SICI code
1083-6160(200103/04)5:2<152:OODEBD>2.0.ZU;2-S
Abstract
A simple process for the manufacture of benzaldehyde (BzH) by oxidation of dibenzyl ether (DBE) has been reported in this paper. Two-phase reaction be tween dibenzyl ether and aqueous dilute nitric acid in the presence of cata lytic amount of sodium nitrite has been investigated. Effect of stirring sp eed, concentration of nitric acid in the aqueous phase, mole ratio of react ants, sodium nitrite concentration, and reaction temperature on the convers ion of DBE and yield of BzH has been investigated. 80% yield of BzH with 95 % conversion of DBE has been reported, Oxidation of bis(chlorobenzyl) ether s to corresponding aldehydes is difficult compared to oxidation of DBE unde r otherwise identical conditions,Initial concentration of sodium nitrite do es not affect the overall progress of the reaction.