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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2276772Generated: October 31, 2026

Toluene → HCID 67452252, compound

https://huagongshe.com/reaction/2276772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2,6-DifluoropyridineHCID 73934—
ReactantCyanocyclobutaneHCID 78148—
ReactantSodium bis(trimethylsilyl)amideHCID 2724254—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67452252HCID 6745225264.7%

Reaction Steps

To a 0° C. solution of 2,6-difluoropyridine (5.0 g, 43 mmol), cyclobutanecarbonitrile (3.5 g, 43 mmol), and toluene (100 mL) was added sodium hexamethyldisilazide (NaHMDS, 2.0 M in THF, 24 mL, 47 mmol). The resulting mixture was warmed to rt and stirred for 2 h. The mixture was then diluted with EtOAc (200 mL) and water (100 mL). The aqueous layer was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2SO4, concentrated, and purified using silica gel chromatography to provide the desired product (4.9 g) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133123B2
Source datasetuspto-grants-2015_09
ORD IDord-ef27d146d5854bec9a84ff56ed692c77
Source noteuspto-grants-2015_09