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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1452610Generated: October 30, 2026

Sodium hydride → HCID 11690469, compound

https://huagongshe.com/reaction/1452610

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant(2R,3R)-ButanediolHCID 225936—
Reactant4-Fluoro-2-(trifluoromethyl)benzonitrileHCID 605085—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11690469HCID 11690469—

Reaction Conditions

Temperature0 °C

Reaction Steps

The NaH was suspended in 15 ml of dry THF at 0° C. under N2 gas, then (2R,3R)-2,3-butanediol (0.23 g, 2.46 mmol) was added, this mixture was stirred at 0° C. under N2 for 10 min before adding 4-fluoro-2-(trifluoromethyl)-benzonitrile (1.0 g, 5.18 mmol) The reaction mixture was stirred at 0° C. for 2 hours, then RT(room temperature) for 1 hour. It was quenched with 50 ml of distilled water, extracted with ethyl acetate (3×30 ml), the organic layer was washed with saturated NaHCO3 (three times), the solvent was removed to yield the crude product, it was purified by silica gel column with hexane:ethyl acetate=5:1 as the elute.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07473711B2
Source datasetuspto-grants-2009_01
ORD IDord-266030865b684994b145ea9aa8b07618
Source noteuspto-grants-2009_01