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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1939720Generated: October 26, 2026

Butyric Acid → 2-(1-n-Butanoyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinone

https://huagongshe.com/reaction/1939720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantButyric AcidHCID 264—
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantShikoninHCID 479503—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product2-(1-n-Butanoyloxy-4-methyl-3-pentenyl)-5,8-dihydroxy-1,4-naphthoquinoneHCID 1024780852%

Reaction Steps

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 88 mg (1 mmole) of n-butanoic 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 186 mg (Yield: 52%) of the title compound having the following structure as a red oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05696276
Source datasetuspto-grants-1997_12
ORD IDord-6bd0c0e8e2444064b66d7c5a953ab9f5
Source noteuspto-grants-1997_12