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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 476890Generated: November 2, 2026

Ethyl chloroformate → HCID 14371280, compound

https://huagongshe.com/reaction/476890

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl chloroformateHCID 10928—
ReactantHCID 19837065HCID 19837065—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
ProductHCID 14371280HCID 1437128035.9%

Reaction Conditions

Temperature-60 °C

Reaction Steps

1-Ethoxymethylbenzimidazole (1.76 g) was dissolved in dry THF (40 ml) in a dry argon atmosphere, cooled to -60° C., and a solution of n-butyl lithium (1.58M) in hexane (9 ml) was added dropwise with stirring and allowed to react for 1 hr. After ethyl chloroformate (1.62 g) was added dropwise, the mixture was slowly returned to room temperature and allowed to react overnight. THF was distilled off, the residue was dissolved in ethyl acetate, washed with water, dried over anhydrous Na2SO4, and the solvent was distilled off. Purification of the residue by column chromatography on silica gel gave the title compound (0.89 g) as an oily product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04886803
Source datasetuspto-grants-1989_12
ORD IDord-6a19b9a7847b4709ae0124998d8129b5
Source noteuspto-grants-1989_12