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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 868821Generated: October 29, 2026

Sodium hydride → HCID 71295195, compound

https://huagongshe.com/reaction/868821

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantCyclopropanemethanolHCID 75644—
Reactant5-Bromo-2-fluorobenzonitrileHCID 2724900—
SolventDimethylformamideHCID 6228—
ProductHCID 71295195HCID 7129519592.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

Sodium hydride, 60% suspension in oil (3.6 g, 0.09 mol), is added to a solution of cyclopropylmethanol (6.49 g, 0.09 mol) in dry DMF (200 ml) at 0° C. under nitrogen. After 30 min at 0° C., 5-bromo-2-fluorobenzonitrile (12.0 g, 0.06 mol) in dry DMF (50 ml) is added, and the reaction is stirred at 50° C. for 16 h. Ice-water (200 ml) is added to the reaction mixture, which is then extracted with ethyl acetate (2×200 ml). The organic phases are washed with water (2×200 ml) and saturated sodium chloride solution (1×200 ml) and dried over sodium sulfate. After removal of the solvent, the crude product is purified by chromatography, giving 14 g of a yellow oil;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969335B2
Source datasetuspto-grants-2015_03
ORD IDord-349699eb17d144dab713106e68d0929d
Source noteuspto-grants-2015_03