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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 747711Generated: October 29, 2026

Water → 3-[3-[2-(4-Bromophenyl)-5,5-dimethyl-1,3-dioxane-2-yl]propoxy]benzonitrile

https://huagongshe.com/reaction/747711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-CyanophenolHCID 13394—
ReactantSodium hydrideHCID 24758—
Reactant2-(4-Bromophenyl)-2-(3-chloropropyl)-5,5-dimethyl-1,3-dioxaneHCID 12614775—
SolventDimethylformamideHCID 6228—
Product3-[3-[2-(4-Bromophenyl)-5,5-dimethyl-1,3-dioxane-2-yl]propoxy]benzonitrileHCID 68833984—

Reaction Steps

236 mg (5.9 mmol) of sodium hydride (oily, 60%) was stirred in dimethylformamide. 691 mg (5.8 mmol) of 3-hydroxybenzonitrile was added thereto under cooling with ice. After stirring at room temperature for 30 minutes, a solution of 2 g (5.75 mmol) of 2-(4-bromophenyl)-2-(3-chloropropyl)-5,5-dimethyl-1,3-dioxane in dimethylformamide was added to the reaction mixture, and they were stirred at 100° C. overnight. Water was added to the mixture. After the extraction with ethyl acetate, the organic layer was washed with 1 N aqueous sodium hydroxide solution and saturated aqueous common salt solution and dried over anhydrous magnesium sulfate. The solvent was evaporated to obtain the crude title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07396844B1
Source datasetuspto-grants-2008_07
ORD IDord-c89b107a172a4c6680b496a1efeacb7b
Source noteuspto-grants-2008_07