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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1359594Generated: November 3, 2026

Dimethylformamide → HCID 18182573, compound

https://huagongshe.com/reaction/1359594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 18182599HCID 18182599—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
SolventEthyl AcetateHCID 8857—
ProductHCID 18182573HCID 18182573—

Reaction Conditions

Temperature75 °C

Reaction Steps

To a mixture of zinc cyanide (1.97 g, 17 mmol) and (Ph3P)4Pd (498 mg, 0.4 mmol) is added 3-(2-hydroxy-ethyl)-5-bromo-2,3-dihydro-benzofuran (reference example 14, 1.1 g, 4.3 mmol) in DMF (12 mL). The resulting mixture is heated to 75° C. and stirred at this temperature for 14 hr. The reaction mixture is then allowed to cool then diluted with ethyl acetate, washed with 5% aq. ammonia solution then brine. The organic phase is dried over Mg SO4 then concentrated. The residue is purified by flash chromatography (50% ethyl acetate in hexanes) to give the product (653 mg) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06599918B2
Source datasetuspto-grants-2003_07
ORD IDord-8f6dea101f13482a8697f968d20b8da5
Source noteuspto-grants-2003_07