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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1939719Erstellt: 25. Oktober 2026

Trichloroacetic Acid → 2-(1-Trichloroacetyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone

https://huagongshe.com/reaction/1939719

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrichloroacetic AcidHCID 6421—
EduktDicyclohexylcarbodiimideHCID 10868—
EduktShikoninHCID 479503—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-(1-Trichloroacetyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinoneHCID 2146808392%

Reaktionsschritte

288 mg (1 mmole) of shikonin, 226 mg (1.1 mmole) of dicyclohexylcarbodiimide and 30 mg (0.25 mmole) of 4-dimethylaminopyridine were dissolved in 3 ml of dry dichloromethane. To the resulting solution was added 163 mg (1 mmole) of trichloroacetic acid at 0° C. under nitrogen gas, and the mixture was stirred for 30 minutes and then at room temperature for further 3 hours. The resulting product was separated and purified according to the procedures as described in Example 1 to obtain 398 mg (Yield: 92%) of the title compound having the following structure as a red precipitate.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05696276
Quelldatensatzuspto-grants-1997_12
ORD IDord-8c7a4a74a1c24f1b9817b52afb94797d
Quellennotizuspto-grants-1997_12