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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 350833Generated: November 1, 2026

Dimethylformamide → HCID 21949715, compound

https://huagongshe.com/reaction/350833

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Hydroxybenzyl cyanideHCID 26548—
Reactanttert-Butyl 2-bromo-2-methylpropionateHCID 90290—
SolventEthyl AcetateHCID 8857—
ProductHCID 21949715HCID 21949715—

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Hydroxyphenylacetonitrile (13.3 g, 100 mmol) and potassium carbonate (20.73 g, 150 mmol) were added to dimethylformamide (75 mL). Subsequently, tert-butyl 2-bromoisobutyrate (50.41 mL, 250 mmol) was added thereto, and the mixture was stirred for 24 hours at 80° C. The temperature of the reaction mixture was returned to room temperature, and ethyl acetate was added thereto. Washing was performed sequentially with water and brine, followed by drying over sodium sulfate. The resultant mixture was subjected to concentration under reduced pressure and purification by silica gel column chromatography (n-hexane/ethyl acetate=7/1), whereby the target compound was obtained (18.62 g, 67.62 mmol, 67.6%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07183295B2
Source datasetuspto-grants-2007_02
ORD IDord-7446a3af248e4ee389a45009ac828ce9
Source noteuspto-grants-2007_02