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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 612739Generated: October 25, 2026

4-Aminophenol → 6-Methoxy-1-[(4-hydroxy)phenyl]imino-1,2,3,4-tetrahydronaphthalene

https://huagongshe.com/reaction/612739

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-AminophenolHCID 403—
Reactant6-Methoxy-alpha-tetraloneHCID 14112—
Product6-Methoxy-1-[(4-hydroxy)phenyl]imino-1,2,3,4-tetrahydronaphthaleneHCID 11010972—

Reaction Conditions

Temperature180 °C

Reaction Steps

A mixture of 6-methoxytetralone (25 g, 142 mmol) and 4-hydroxyaniline (16.3 g, 149 mmol) was heated to 180° C. under a nitrogen stream for 2 h. After cooling to ambient temperature, the solid mass was recrystallized from toluene/methanol: 1NMR (300 MHz) d 8.15 (d, J=9.7 Hz, 1H), 6.5-7.9 (m, 6H), 3.80 (s, 3H), 2.84 (t, J=7.3 Hz, 2H), 2.51 (t, J=6.8 Hz, 2H), 1.85 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06004971
Source datasetuspto-grants-1999_12
ORD IDord-06fc7fdc01c24590878555c2883078d7
Source noteuspto-grants-1999_12