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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747288Generated: November 1, 2026

Ethyl propiolate → HCID 59497305, compound

https://huagongshe.com/reaction/1747288

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl propiolateHCID 12182—
ReactantHCID 24071726HCID 24071726—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 59497305HCID 59497305101.4%

Reaction Steps

To a solution of 1-Naphthalen-1-ylmethyl-1,3-dihydro-benzimidazol-2-one (0.5 g, 1.8 mmol) in DMF (4 mL) were added ethyl propiolate (0.28 mL, 2.7 mmol) and DMAP (0.22 mL), 1.8 mmol). The reaction mixture was stirred at room temperature for 10 min. The reaction mixture turned dark brown in color. The reaction mixture was diluted with ethyl acetate and washed with water (×4). The organic phase was dried over Na2SO4 and concentrated to afford 0.68 g of the desired product as a dark brown foam. This crude product was used for the next reaction without further purification. LCMS (ESMS): m/z 373.33 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-51f8edc95b3b4571840fe99a4527a338
Source noteuspto-grants-2015_10