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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1747283Generated: November 1, 2026

Methanol → HCID 67541677, compound

https://huagongshe.com/reaction/1747283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantEthyl AcrylateHCID 8821—
ReactantBenzyltrimethylammonium hydroxideHCID 66854—
Reactant1,3-Dihydro-1-(1-methylvinyl)-2H-benzimidazol-2-oneHCID 100278—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 67541677HCID 6754167776%

Reaction Steps

To a solution of 1-Isopropenyl-2-benzimidazolidinone (2.5 g, 14.4 mmol) in DMF (10 mL) were added ethyl acrylate (1.7 mL, 15.8 mmol) and benzyltrimethyl ammonium hydroxide in MeOH (1.4 g, 8.6 mmol). The resulting mixture was stirred at room temperature for 1.5 h. When the reaction was complete, the reaction mixture was diluted with ethyl acetate and washed with water (×4). The organic phase was dried over Na2SO4 and concentrated. The resulting residue was purified by silica gel prep TLC using 1:1 Hexanes:Ethyl acetate as an eluent to afford 3.0 g (76%) of the desired product along with methyl ester. Since the methyl ester was the major product, this product was used for the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09150556B2
Source datasetuspto-grants-2015_10
ORD IDord-d66fc98384b44672aac69269af99f6d7
Source noteuspto-grants-2015_10