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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833955Generated: November 2, 2026

Aniline → Phenyl-1-naphthylamine

https://huagongshe.com/reaction/1833955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
Reactant1-NaphtholHCID 7005—
ReactantTributyl phosphiteHCID 7623—
SolventWaterHCID 962—
ProductPhenyl-1-naphthylamineHCID 701391%

Reaction Conditions

Temperature196 °C

Reaction Steps

288 parts of α-naphthol, 205 parts of aniline and 10 parts of tributyl phosphite are mixed and first heated to 196° C. The reaction commences, with elimination of water. The water is removed by means of a water separator and the aniline which has escaped is returned. The internal temperature is raised to 235° C in the course of 8 hours. At this point, the elimination of water has ended (33 parts of water). The reaction mixture is cooled to 150° C and the excess aniline and α-naphthol are distilled off under reduced pressure. Thereafter, 400 parts of phenyl-α-naphthylamine are obtained at a boiling point of 202° - 203° C/5 mm Hg; the product has a melting point of 55° - 58° C and corresponds to a yield of 91% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04067903
Source datasetuspto-grants-1978_01
ORD IDord-84760c3dcc68400998eea5e6f71405bd
Source noteuspto-grants-1978_01