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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 565639Generated: October 28, 2026

Benzhydrol → 4-((Diphenylmethoxy)methyl)piperidine

https://huagongshe.com/reaction/565639

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzhydrolHCID 7037—
ReactantSodium HydroxideHCID 14798—
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
Reactant4-PiperidinemethanolHCID 420771—
SolventTolueneHCID 1140—
Product4-((Diphenylmethoxy)methyl)piperidineHCID 276242094.3%

Reaction Steps

In a reactor fitted with a water trap, a mixture of benzhydrol (3.7 g), 4-piperidinemethanol (2.3 g), camphor-10-sulfonic acid (7.0 g), and toluene (30 mL) was refluxed for 2 hours. After cooling, 35 mL of 1N-aqueous sodium hydroxide was added and the reaction mixture was extracted with ethyl acetate. The extract was washed with saturated aqueous NaCl, dried over MgSO4, and concentrated under reduced pressure to provide 5.3 g of the title compound. Yield 94%. This product was not further purified but directly submitted to the next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06172085B2
Source datasetuspto-grants-2001_01
ORD IDord-ffaa66633f364377b4f75262acee6899
Source noteuspto-grants-2001_01