Formaldehyde → 1-Naphthaldehyde

Participants

Reaction Conditions

Reaction Steps

A bottom-removable four-necked flask having an inner volume of 2 L and equipped with a Dimroth condenser, a thermometer and a stirring blade was charged with 384 g of 86% by mass paraformaldehyde (11.0 mol as formaldehyde, produced by Mitsubishi Gas Chemical Company, Inc.), 437 g of ion-exchange water (produced by Mitsubishi Gas Chemical Company, Inc.), 297 g of 1-butanol (produced by Wako Pure Chemical Industries, Ltd.) and 398 g of 98% by mass sulfuric acid (produced by Mitsubishi Gas Chemical Company, Inc.) in a nitrogen stream, 256 g of naphthalene (2.0 mol, produced by Wako Pure Chemical Industries, Ltd.) was dropped thereto over 6 hours while stirring under reflux under ordinary pressure at about 100° C., and the reaction was performed as it was for further 2 hours. Thereto was added 500 g of ethylbenzene (produced by Wako Pure Chemical Industries, Ltd.) as a dilution solvent and left to still stand, and then an aqueous phase as a lower phase was removed. Furthermore, the resultant was subjected to neutralization and washing with water, and ethylbenzene and unreacted naphthalene were distilled off under reduced pressure to thereby provide 319 g of a naphthalene formaldehyde resin as a light yellow liquid.

Provenance & Evidence