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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 272920Generated: October 25, 2026

1,3-Dibromopropane → 1-[4-(3-Bromo-propoxy)-phenyl]-cyclohexanecarbonitrile

https://huagongshe.com/reaction/272920

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,3-DibromopropaneHCID 8001—
ReactantCesium carbonateHCID 10796—
Reactant1-(4-Hydroxyphenyl)cyclohexane-1-carbonitrileHCID 19858506—
SolventAcetoneHCID 180—
Product1-[4-(3-Bromo-propoxy)-phenyl]-cyclohexanecarbonitrileHCID 5983750487%

Reaction Conditions

Temperature70 °C

Reaction Steps

1-(4-Hydroxyphenyl)cyclohexanecarbonitrile (2.0 g, 10 mmol) was taken in acetone (150 mL) and then Cs2CO3 (8.1 g, 25 mmol) was added followed by dropwise addition of 1,3 dibromopropane (5.1 mL, 50 mmol). The mixture was heated for 3 h at 70° C. After cooling and filtration, the mixture was concentrated and the residue was purified by flash chromatography (50 g silica gel, DCM) to provide the title compound (2.8 g, 87%). Note: presence of allyl derivative as impurity.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07456164B2
Source datasetuspto-grants-2008_11
ORD IDord-5808d31f2c7c4558994a26b7e8007286
Source noteuspto-grants-2008_11