1-Chloromethyl naphthalene

Solid

1-(Chloromethyl)naphthalene is a key material for synthesis dye pigment and as fluorescent brightening agent. It is employed in synthetic resin and medicine. Palladium-catalyzed nucleophilic dearomatization of chloromethyl naphthalene derivatives produce ortho- or para-substituted carbocycles in satisfactory to excellent yields.

Kinetics and dissociation mechanism of 1-(chloromethyl)naphthalene following 266nm photoexcitation has been studied. Intermolecular nucleophilic dearomatization of 1-chloromethyl naphthalene with various activated methylene compounds has been investigated.

step A, uniformly mixing naphthalene, paraformaldehyde, Lewis acid, a phase transfer catalyst and a hydrochloric acid solution with the mass concentration of 42-43%, carrying out heat preservation reaction, standing, separating liquid, and washing an oil phase to obtain a 1-chloromethyl naphthalene crude product; the Lewis acid is a mixture of ferric chloride and copper chloride with a molar ratio of 1: 0.5-1;
step B, adding the 1-chloromethyl naphthalene crude product into an alcohol solvent, heating to dissolve the crude product, cooling to crystallize, filtering, washing and drying to obtain a 1-chloromethyl naphthalene product;