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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276780Generated: October 31, 2026

Toluene → HCID 67453941, compound

https://huagongshe.com/reaction/2276780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2,3-DichloropyridineHCID 16988—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
Reactant3,3-Difluorocyclobutane-1-carbonitrileHCID 13082391—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67453941HCID 6745394182.6%

Reaction Steps

To a 100 mL round bottom flask was added 2,3-dichloropyridine (2.9 g, 20 mmol), 3,3-difluorocyclobutanecarbonitrile (2.1 g, 18 mmol), and toluene (50 mL). The mixture was cooled to ° C. and sodium hexamethyldisilazide (NaHMDS, 2.0 M in THF, 11 mL, 22 mmol) was added. The reaction mixture was warmed to rt and stirred for 2 h. The mixture was then diluted with EtOAc (20 mL) and water (20 mL). The aqueous layer was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2SO4, and concentrated to provide the desired product (3.4 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133123B2
Source datasetuspto-grants-2015_09
ORD IDord-5c695bf676544a5180d487d71bd2ef39
Source noteuspto-grants-2015_09