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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1110124Generated: November 2, 2026

Water → 4-(3-Oxo-2-phenylheptyl)-benzonitrile

https://huagongshe.com/reaction/1110124

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant1-Phenyl-2-hexanoneHCID 33191—
Reactant4-(Bromomethyl)benzonitrileHCID 86996—
SolventTetrahydrofuranHCID 8028—
Product4-(3-Oxo-2-phenylheptyl)-benzonitrileHCID 1899907482.2%

Reaction Conditions

Temperature40 °C

Reaction Steps

240 mg of sodium hydride as a suspension at 50% in oil were added to a solution of 0.81 g of 1-phenyl-2-hexanone of Step A of Example 7 in 20 ml of tetrahydrofuran and the mixture was stirred for 90 minutes at 40° C. Then, a solution of 900 mg of 4-(bromo-methyl)-benzonitrile in 10 ml of tetrahydrofuran was added and after stirring for 2 hours at ambient temperature, the reaction mixture was poured into water. Extraction was carried out with ethyl acetate and the extracts were washed with water, dried, and evaporated to dryness. The residue was chromatographed on silica (eluant: methylene chloride - hexane (1-1)) to obtain 1.1 g of the desired product melting at 70° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05324839
Source datasetuspto-grants-1994_06
ORD IDord-09b8b3cce2ca46f3839e0be9029b6d31
Source noteuspto-grants-1994_06