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HRID 616341作成日:2026年10月25日

2,6-Dihydroxyanthraquinone → 2-(Diethylamino)ethoxy anthraquinone

https://huagongshe.com/reaction/616341

反応式

関与物質

役割名称HCID仕込み量
反応物2,6-DihydroxyanthraquinoneHCID 6776—
反応物ChlorobenzeneHCID 7964—
反応物1-Chloro-2-(diethylamine)ethane hydrochlorideHCID 13363—
反応物Potassium HydroxideHCID 14797—
溶媒WaterHCID 962—
溶媒ChloroformHCID 6212—
生成物2-(Diethylamino)ethoxy anthraquinoneHCID 412183—

反応手順

In addition to the methods given in Examples 1 and 2, the following method has also proven useful. To a mixture of 114g (0.6 mole) of 2,6-dihydroxyanthraquinone and 1.2 liters of chlorobenzene was added a solution of 412g (2.4 moles) 2-diethylaminoethyl chloride hydrochloride in 350 ml. of water. With efficient stirring, a solution of 264g (4.0 moles) of potassium hydroxide pellets (85%) in 350 ml. of water was added. The resulting mixture was heated with continued stirring on a steam bath for about 24 hours, then cooled by adding about 500 g of ice. 400 ml. chloroform was added. The lower organic layer was separated and washed several times with water, then dried with anhydrous magnesium sulfate. After filtration, the solvents were removed under reduced pressure in a rotary evaporator. The residue was recrystallized from a mixture of methanol and chloroform as described in Example 1 to give 2,6-bis 2-(diethylamino)ethoxy anthraquinone base, M.P. 178-181° C. The base can be converted to the dihydrochloride salt as described in Example 1.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US04073904
出典データセットuspto-grants-1978_02
ORD IDord-258b699b381044cf9af7deada2d9a7dd
出典メモuspto-grants-1978_02