Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480685Generated: October 30, 2026

Dimethylformamide → HCID 21949715, compound

https://huagongshe.com/reaction/480685

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) was 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 saturated 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 numberUS06653334B1
Source datasetuspto-grants-2003_11
ORD IDord-3e0cde74daf14c5c93a3a525b097d481
Source noteuspto-grants-2003_11