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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2176977Generated: October 30, 2026

Water → HCID 43180303, compound

https://huagongshe.com/reaction/2176977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2,6-DifluorobenzonitrileHCID 74695—
ProductHCID 43180303HCID 43180303—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture of 60% sodium hydride (0.160 g; 4.00 mmol) in DMF (5 mL) at 0° C. was added dropwise (2-hydroxymethyl)tetrahydropyran (0.465 g; 4.00 mmol) and the mixture was stirred at 0° C. for 30 minutes. The mixture was added to a solution of 2,6-difluorobenzonitrile (0.556 g, 4.00 mmol) in DMF (5 mL) at 0° C. and stirred for 18 hours at ambient temperature. The solution was poured into a mixture of ice and water, and extracted with ethyl acetate. The organic layer was washed with water and then brine, dried over magnesium sulfate, and solvent removed. Purification by column chromatography (CH2Cl2) to yield 0.587 grams of 2-(tetrahydropyran-2-ylmethoxy)benzonitrile.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067897B2
Source datasetuspto-grants-2015_06
ORD IDord-4e62d95554d5491298c94ab4173c6f97
Source noteuspto-grants-2015_06