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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390965Generated: October 29, 2026

Hydrochloric Acid → HCID 58239409, compound

https://huagongshe.com/reaction/2390965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butyl cyanoacetateHCID 70693—
Reactant5-Bromo-1-benzothiopheneHCID 2776578—
ReactantPotassium tert-butoxideHCID 23665647—
CatalystTriphenylphosphineHCID 11776—
CatalystSodium borohydrideHCID 4311764—
CatalystHCID 178418476HCID 178418476—
SolventWaterHCID 962—
Solvent1,2-DimethoxyethaneHCID 8071—
ProductHCID 58239409HCID 5823940988.7%

Reaction Steps

To 1,2-dimethoxyethane (25 mL) suspension of 0.16 g of dichlorobis(triphenylphosphine)palladium(II) were added 0.12 g of triphenylphosphine, 0.01 g of sodium borohydride, 5.53 g of potassium tert-butoxide and 3.48 g of tert-butyl cyanoacetate, which was then stirred at room temperature for 10 minutes. Thereto was added 5.00 g of 5-bromobenzothiophene, which was then refluxed for 2 hours. After to the reaction mixture was added 15 mL of water, the pH was adjusted to 1 with 2 mL of hydrochloric acid. The precipitate was collected by filtration to provide 5.69 g of tert-butyl 2-(1-benzothiophen-5-yl)-2-cyanoacetate as pale yellow solid form.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273902B2
Source datasetuspto-grants-2012_09
ORD IDord-fa511c941ea843d08d375cb5bcd421a0
Source noteuspto-grants-2012_09