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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168728Generated: October 31, 2026

Cyclohexyl bromide → 3-Bromo-4-cyclohexyloxy-benzaldehyde

https://huagongshe.com/reaction/2168728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexyl bromideHCID 7960—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Bromo-4-hydroxybenzaldehydeHCID 76308—
SolventDimethylformamideHCID 6228—
Product3-Bromo-4-cyclohexyloxy-benzaldehydeHCID 6305263938.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

3-Bromo-4-hydroxy-benzaldehyde (24.8 mmol, 5.0 g), bromo-cyclohexane (37.3 mmol, 6.08 g) and K2CO3 (37.3 mmol, 5.15 g) were suspended in DMF (15 mL) and stirred over night at 90° C. The mixture was cooled to room temperature, and bromo-cyclohexane (36.8 mmol, 6.0 g) and K2CO3 (36.2 mmol, 5.0 g) were added stirred at 90° C. for another 24 h. The mixture was cooled and filtered. The filtrate was extracted with ethyl acetate. The organic layer was washed with 1.0 N NaOH (200 mL), water, and brine, dried (Na2SO4), filtered, and concentrated under reduced pressure to provide 3-bromo-4-cyclohexyloxy-benzaldehyde (2.7 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045461B2
Source datasetuspto-grants-2015_06
ORD IDord-161396b3cf5a4066ac624cda99337144
Source noteuspto-grants-2015_06