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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 397741Generated: October 29, 2026

1-Bromohexane → N-Hexyl-4-(3-hydroxyphenyl)piperidine

https://huagongshe.com/reaction/397741

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromohexaneHCID 8101—
ReactantSodium BicarbonateHCID 516892—
Reactant4-(3-Hydroxyphenyl)piperidineHCID 10583453—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductN-Hexyl-4-(3-hydroxyphenyl)piperidineHCID 23001013—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a stirred solution of 3-(4-piperidinyl)phenol (Preparation 47, 376 mg, 2.12 mmol) in N,N-dimethylformamide (5 ml) was added sodium hydrogen carbonate (267 mg, 3.18 mmol) and 1-bromohexane (0.36 ml, 2.55 mmol). The reaction mixture was heated at 100° C. for 4 h. The reaction mixture was then diluted with water (20 ml) and extracted with diethyl ether (3×10 ml). The combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo to give the title compound as an oil which was not purified further (500 mg, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610711B2
Source datasetuspto-grants-2003_08
ORD IDord-2df710aab9a74073adcc30fd27833e75
Source noteuspto-grants-2003_08