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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1888082Generated: November 2, 2026

Bromomethyl 4-methoxyphenyl ketone → N-benzyl-4-(p-methoxybenzoylmethyl)-4-piperidinol hydrobromide

https://huagongshe.com/reaction/1888082

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromomethyl 4-methoxyphenyl ketoneHCID 4965—
ReactantSodium IodideHCID 5238—
Reactant1-Benzyl-4-piperidoneHCID 19220—
ReactantCerium(III) chlorideHCID 24636—
ReactantHCID 23002992HCID 23002992—
SolventTetrahydrofuranHCID 8028—
ProductN-benzyl-4-(p-methoxybenzoylmethyl)-4-piperidinol hydrobromideHCID 6711997136.3%

Reaction Steps

Anhydrous cerium chloride (0.99 g, 4.0 mmol) and sodium iodide (1.8 g, 12.0 mmol) are added to 10 ml of anhydrous tetrahydrofuran as a solvent to form a suspension. Dissolving 0.92 g (4.0 mmol) of 2-bromo-1-(4-methoxyphenyl)-ethanone and 0.76 g (4.0 mmol) of N-benzyl-4-piperidone in 10 ml of anhydrous tetrahydrofuran, and the solution is added dropwise to the above suspension and reacting at room temperature for 2 hours. Operating according to the post-treatment procedure in General Method three, and a salt is formed by acidifying with hydrobromic acid/ethanol solution, which is recrystallized in ethyl acetate/ethanol to obtain 0.61 g of a white crystal, with yield of 34.9%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08501778B2
Source datasetuspto-grants-2013_08
ORD IDord-10826c0783e14e8aad4c696c72ebe726
Source noteuspto-grants-2013_08