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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1051285Generated: November 1, 2026

Water → HCID 43657400, compound

https://huagongshe.com/reaction/1051285

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Bromo-2-methylpropaneHCID 6555—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Fluoro-4-hydroxybenzonitrileHCID 2782944—
SolventDimethylformamideHCID 6228—
ProductHCID 43657400HCID 43657400—

Reaction Conditions

Temperature110 °C

Reaction Steps

A reaction mixture solution prepared by suspending 41.1 mg of 3-fluoro-4-hydroxybenzonitrile, 33.4 mg of isobutyl bromide and 62.2 mg of potassium carbonate in 1 mL of dimethylformamide was heated at 110° C. for 5 hours under a nitrogen atmosphere. After the addition of water to the reaction mixture solution, extraction was performed using ethyl acetate. The organic layer was washed with saline, followed by drying and concentrating under reduced pressure to obtain a crude product of 3-fluoro-4-(2-methylpropoxy)benzonitrile. (2) A reaction mixture prepared by adding 15.7 mg of sodium hydride and 24.5 mg of imidazole to the crude product of 3-fluoro-4-(2-methylpropoxy)benzonitrile obtained above and suspending the above in 1 mL of dimethylsulfoxide was heated at 110° C. for 5 hours under a nitrogen atmosphere. After the addition of water to the reaction mixture solution, extraction was performed using ethyl acetate. The organic layer was washed with saline, followed by drying and concentrating under reduced pressure to obtain a crude product of 3-(1H-imidazol-1-yl)-4-(2-methylpropoxy)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09388174B2
Source datasetuspto-grants-2016_07
ORD IDord-aff546f504b14906b3be293b2d2ddaa9
Source noteuspto-grants-2016_07