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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2173231Generated: October 30, 2026

Diisobutylaluminum hydride → 2-Fluoro-5-(1-oxopropan-2-yl)benzonitrile

https://huagongshe.com/reaction/2173231

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisobutylaluminum hydrideHCID 14487—
ReactantMethyl 2-(3-cyano-4-fluorophenyl)propanoateHCID 67517528—
SolventTetrahydrofuranHCID 8028—
Product2-Fluoro-5-(1-oxopropan-2-yl)benzonitrileHCID 87429265—

Reaction Steps

A solution of compound methyl 2-(3-cyano-4-fluorophenyl)propanoate (50 mg, 0.24 mmol) in 5 mL of anhydrous THF was cooled to 0° C. and then added DIBAL-H (0.3 mmol) was added. The mixture was warmed to ambient temperature and stirred at ambient temperature for 1.5 hours. The reaction was quenched with water, extracte with EtOAc. The organic layer was washed with saturated chloride, dried over anhydrous sodium sulfate and concentrated. The 2-fluoro-5-(1-oxopropan-2-yl)benzonitrile was used for next step without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056859B2
Source datasetuspto-grants-2015_06
ORD IDord-88859a80a4bb42f8941660852d579e1d
Source noteuspto-grants-2015_06