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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1789323Generated: November 1, 2026

2-Phenylethanol → 1-Amino-6-chloro-4-hydroxy-2-(2-phenylethoxy)anthracene-9,10-dione

https://huagongshe.com/reaction/1789323

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-PhenylethanolHCID 6054—
ReactantCaprolactamHCID 7768—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 20188067HCID 20188067—
SolventMethanolHCID 887—
Product1-Amino-6-chloro-4-hydroxy-2-(2-phenylethoxy)anthracene-9,10-dioneHCID 20188043—

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 48.8 g of β-phenylethanol, 45.2 g of ε-caprolactam, 5.2 g of dry potassium carbonate and 18.3 g of 1-amino-2-phenoxy-4-hydroxy-6-chloroanthraquinone (preparation see Example 467c) is heated at 140° C. until, after about 4 hours, the reaction is complete. The mixture at 70° C. is diluted with 100 ccm of methanol, allowed to cool down, filtered with suction, washed with methanol and hot water and dried at 60° C. 14 g, corresponding to 71% of theory, of 1-amino-2-(2-phenylethoxy)-4-hydroxy-6-chloroanthraquinone are obtained, the colour shade of which on silica gel is a pink tinged with blue between Indicator Numbers 50 and 51 (Colour Index Hue Indication Chart).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04689171
Source datasetuspto-grants-1987_08
ORD IDord-0b831d043d2d403abc9af91ccf49b8fe
Source noteuspto-grants-1987_08