Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1506836Generated: October 31, 2026

Hydrochloric Acid → HCID 71660985, compound

https://huagongshe.com/reaction/1506836

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantCesium carbonateHCID 10796—
Reactant2-Butene, 1-bromo-3-methyl-HCID 70092—
Reactant3,5,7-Trihydroxy-8-(3-methyl-but-2-enyl)-2-(4-trifluoromethyl-phenyl)-chromen-4-oneHCID 71621167—
SolventWaterHCID 962—
ProductHCID 71660985HCID 7166098516.5%

Reaction Steps

Intermediate 2-(4-trifluorophenyl)-3-methoxy-5,7-dihydroxy-4H-chrom-4-one (500 mg, 1.42 mmol) of compound 1 and cesium carbonate (4.95 g, 15 mmol) were dissolved into 25 mL water, and prenyl bromide (220 mg, 1.5 mmol) was dropped into the solution under icewater bath condition. After that, the solution was kept overnight under room temperature, and pH was adjusted about 6 with 2N hydrochloride. The solution was extracted with ethyl acetate for 2 times. Organic phases were combined, washed with saturated sodium chloride aqueous solution and dried with anhydrous sodium sulfate. After filtration, crude product was eluted with ethyl acetate/petroleum through silica gel column. Yellow target compound (95 mg, yield 16.5%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221781B2
Source datasetuspto-grants-2015_12
ORD IDord-24caa240896b46cab5bdcad5f3153309
Source noteuspto-grants-2015_12