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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1675580Generated: October 31, 2026

Dimethylformamide → 2-Propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate

https://huagongshe.com/reaction/1675580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPropargyl alcoholHCID 7859—
ReactantSodium hydrideHCID 24758—
Reactant2-Propynyl 3,4,5-trifluorobenzoateHCID 59301763—
SolventWaterHCID 962—
Product2-Propynyl 3,5-difluoro-4-(2-propynyloxy)benzoateHCID 5930179049.6%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a mixture obtained by adding 5.0 g of 2-propynyl 3,4,5-trifluorobenzoate and 1.7 g of propargyl alcohol to 20 ml of DMF was added 1.1 g of 60% sodium hydride (oily) at 0° C. The resulting mixture was stirred at 0° C. for 30 minutes, and then at room temperature for 1 hour. Thereafter, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was dried over magnesium sulfate, and concentrated under reduced pressure. The residue was subjected to silica gel column chromatography, and 2.9 g of 2-propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08003699B2
Source datasetuspto-grants-2011_08
ORD IDord-55889d482b0441fab89b9318ff9c47f2
Source noteuspto-grants-2011_08