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

HRID 984630Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 984630
P([O-])([O-])([O-])=O.[K+].[K+].[K+].[C:9]1([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2O)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.BrC1C=CC=CC=1.C([NH2:35])CCCCC.CCCCCCCCCCCC>[Cu]I.O.C(OCC)C.C1(C)C=CC=CC=1>[C:9]1([CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][NH2:35])[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1

Komponenten

10

Edukt 5

HCID 7017(1,1'-Biphenyl)-2-olHCID 7961BromobenzeneHCID 8102HexylamineHCID 8182DodecaneHCID 62657Potassium Phosphate, Tribasic

Produkt 1

HCID 1455586-Phenylhexan-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 24350Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)KatalysatorHCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittelHCID 3283Diethyl EtherLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

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.

Aufarbeitung

  1. customto reach room temperature

Quellen und Nachweise

ORD-Eintrag
ord-5ceefe466195443c91d935e20ef7fdf3
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06867298B2

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