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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 553208Generated: October 30, 2026

Hydrochloric Acid → HCID 57615038, compound

https://huagongshe.com/reaction/553208

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl cyanoacetateHCID 7764—
Reactant5-Bromo-1-benzothiopheneHCID 2776578—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystHCID 178418397HCID 178418397—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
ProductHCID 57615038HCID 5761503846.3%

Reaction Steps

To toluene (3 mL) solution of 0.21 g of ethyl cyanoacetate were added 0.41 g of potassium tert-butoxide, 0.30 g of 5-bromobenzothiophene and 0.02 g of tetrakis(triphenylphosphine)palladium(0), which was then refluxed for 7.5 hours. To the reaction mixture was added water, and the pH was adjusted to 2 with hydrochloric acid. Thereto was added ethyl acetate, and insoluble matter was filtered off. The organic layer was separated, washed with water, and dried over anhydrous magnesium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; hexane:ethyl acetate=5:1) to provide 0.16 g of ethyl 2-(1-benzothiophen-5-yl)-2-cyanoacetate as pale yellow solid form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951963B2
Source datasetuspto-grants-2011_05
ORD IDord-78ae0da145b348ea84233db0395796a4
Source noteuspto-grants-2011_05