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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1843942Generated: November 3, 2026

Ethyl Acetate → HCID 18518168, compound

https://huagongshe.com/reaction/1843942

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
ReactantSodium CyanideHCID 8929—
Reactant3-(Bromomethyl)-5-fluoro-1-benzothiopheneHCID 13642592—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
SolventHexaneHCID 8058—
ProductHCID 18518168HCID 18518168110.3%

Reaction Steps

50% NaCN solution (443 mg, 9.05 mmol) in water (2 mL) was added drop wise to a solution of 3-bromomethyl-5-fluoro-benzo[b]thiophene (I-45a: 1.3 g, 3.32 mmol) in DMF (10 mL) over a period of 5 minutes at 0° C. The resulting reaction mass was stirred at room temperature for 2 hours. The reaction was monitored by TLC (5% ethylacetate in hexane). The reaction mass was quenched with sodium hypochlorite solution and extracted with ethyl acetate. The organic layer was washed with water, brine solution, dried over anhydrous sodium sulphate and concentrated. Purification by column chromatography on silica gel (6% ethylacetate in hexane) afforded 700 mg of the product (68.89% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946260B2
Source datasetuspto-grants-2015_02
ORD IDord-6d6d55bc398243168adf19984f826520
Source noteuspto-grants-2015_02