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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1499316Generated: November 3, 2026

Formaldehyde → 1-Naphthaldehyde

https://huagongshe.com/reaction/1499316

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormaldehydeHCID 712—
ReactantNaphthaleneHCID 931—
ReactantSulfuric AcidHCID 1118—
ReactantEthylbenzeneHCID 7500—
Product1-NaphthaldehydeHCID 6195105.6%

Reaction Conditions

Temperature100 °C

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 912 g of an aqueous 37% by mass formalin solution (11.2 mol as formaldehyde, produced by Mitsubishi Gas Chemical Company, Inc.) and 485 g of 98% by mass sulfuric acid (produced by Mitsubishi Gas Chemical Company, Inc.) in a nitrogen stream, 288 g of naphthalene (2.25 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 1 hour. 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 371 g of a naphthalene formaldehyde resin as a light yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09200105B2
Source datasetuspto-grants-2015_12
ORD IDord-184c262999d9457e9c253da5076a358e
Source noteuspto-grants-2015_12