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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2179216Generated: October 31, 2026

(1,1'-Biphenyl)-2-ol → 6-Phenylhexan-1-amine

https://huagongshe.com/reaction/2179216

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(1,1'-Biphenyl)-2-olHCID 7017—
ReactantBromobenzeneHCID 7961—
ReactantHexylamineHCID 8102—
ReactantDodecaneHCID 8182—
ReactantPotassium Phosphate, TribasicHCID 62657—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product6-Phenylhexan-1-amineHCID 145558—

Reaction Conditions

Temperature100 °C

Reaction Steps

Copper (I) iodide (10 mg, 0.05 mmol, 5 mol %), anhydrous fine powder potassium phosphate (425 mg, 2.0 mmol) and 2-phenylphenol (34 mg, 0.2 mmol, 20 mol %) were put into a screw-capped test tube with a Teflon septum. Anhydrous toluene (1.0 mL), bromobenzene (105 μL, 1.0 mmol) and n-hexylamine (158 μL, 1.2 mmol) were added by micro-syringe at room temperature under air atmosphere. The reaction mixture was heated at 100° C. for 22 hours. The reaction mixture was then allowed to reach room temperature. Diethyl ether (2 mL), water (2 mL) and dodecane (internal standard, 227 μL) were added. The organic layer was analyzed by GC to give 33% GC yield of N-phenylhexylamine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09067955B2
Source datasetuspto-grants-2015_06
ORD IDord-476d2a95f9374908a20cc96a283304a4
Source noteuspto-grants-2015_06