Methyl bromide, hydrolysis reaction with pyridine

A quantitative assessment of the effects of head group bulk on, S k2 and E2 reactions in cationic micelles has been made.148 The kinetics of the acid-catalysed hydrolysis of methyl acetate in the presence of cationic, anionic, and non-ionic surfactants has been reported on.149 The alkaline hydrolysis of -butyl acetate with cetyltrimethylammonium bromide has also been investigated.150 The alkaline hydrolysis of aromatic and aliphatic ethyl esters in anionic and non-ionic surfactants has been studied.151 Specific salting-in effects that lead to striking substrate selectivity were observed for the hydrolysis of /j-nitrophenyl alkanoates (185 n = 2-16) catalysed by the 4-(dialkylamino)pyridine-fimctionalized polymer (186) in aqueous Tris buffer solution at pH 8 and 30 °C. The formation of a reactive catalyst-substrate complex, (185)-(186), seems to be promoted by the presence of tris(hydroxymethyl)methylammonium ion.152... 

Naphthoic acid Methyl 1-naphthyl ketone is dissolved in glacial acetic acid (5-10 parts) and treated with the calculated amount of bromine in the cold. The mixture is warmed gently on a water-bath and then poured into water containing a little sulfur dioxide the precipitated crystals of bromomethyl 1-naphthyl ketone are filtered off and pressed on porous plate they are then treated with an excess of pyridine and, when reaction has set in, the mixture is heated for a short time on the water-bath, after which the whole is dissolved in alcohol and the l-(l-naphthoylmethyl)pyridinium bromide is precipitated by ether. If recrystallized from water (10 parts), this salt melts at 170°. For hydrolysis, the bromide (0.5 g) is dissolved in water (40 g) and ethanol (12 ml), 10% sodium hydroxide solution (2 ml) is added, and the whole is heated for 12 min on a water-bath. Acidification then precipitates the 1-naphthoic acid. 

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