2,4,6-Collidine in hydrolysis of esters

Chrysene, 46, 95 Cinnamaldehyde, 46, 36 reaction with hydrazine, 47, 99 2,4,6-Collidine in hydrolysis of esters to acids, 46, 8... 

Alcohol protection. Primary and secondary hydroxyl groups are esterified by 1 in the presence of pyridine (71-92% yield). The usual selectivity for acylation of primary versus secondary hydroxyl functions obtains. The resulting 2-di-bromomethylbenzoates 2 are deprotected under neutral conditions by silver perchlorate mediated hydrolysis to 2-formylbenzoate esters 3 (2,6-lutidine or 2,4,6-collidine is added to maintain a virtually neutral reaction medium). Addition of morpholine then leads to rapid dcacylation with release of the alcohol in high yield... 

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