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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749457Generated: November 1, 2026

Dimethylformamide → HCID 118162111, compound

https://huagongshe.com/reaction/1749457

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 118162178HCID 118162178—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 118162111HCID 11816211138%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of tert-butyl 4-bromo-3-(trifluoromethoxy)phenethylcarbamate (460 mg, 1.2 mmol), zinc cyanide (463 mg, 1.56 mmol) and tetrakis(triphenylphosphine)palladium (69 mg, 0.06 mmol) in DMF (10 mL) was stirred at 160° C. for 1 h under nitrogen. The reaction was treated with saturated sodium hydrogen carbonate and extracted with ethyl acetate (30 mL×3). The combined organic layers were washed with brine, dried, concentrated and purified by preparative thin layer chromatography (2.9% MeOH in DCM) to afford the title compound (150 mg, 0.45 mmol, 38% yield). MS (ESI) m/z 331.1 [M+1]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156798B2
Source datasetuspto-grants-2015_10
ORD IDord-1969d6335e90493bb81f29ba676fa1a6
Source noteuspto-grants-2015_10