Hexylamine → 6-Phenylhexan-1-amine

HRID 984631Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 984631
P([O-])([O-])([O-])=O.[K+].[K+].[K+].C[C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH3:16])[C:11]=1O.IC1C=CC=CC=1.[CH2:25]([NH2:31])[CH2:26][CH2:27][CH2:28][CH2:29]C.CCCCCCCCCCCC>[Cu]I.O.C(OCC)C>[C:12]1([CH2:16][CH2:29][CH2:28][CH2:27][CH2:26][CH2:25][NH2:31])[CH:11]=[CH:10][CH:15]=[CH:14][CH:13]=1

Komponenten

9

Edukt 5

HCID 8102HexylamineHCID 8182DodecaneHCID 113352,6-DimethylphenolHCID 11575IodobenzeneHCID 62657Potassium Phosphate, Tribasic

Produkt 1

HCID 1455586-Phenylhexan-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 3

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

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Copper (I) iodide (10 mg, 0.05 mmol, 5 mol %), anhydrous fine powder potassium phosphate (425 mg, 2.0 mmol) and 2,6-dimethylphenol (24 mg, 0.2 mmol, 20 mol %) were put into a screw-capped test tube with a Teflon septum. The tube was evacuated and back-filled with argon (3 cycles). Iodobenzene (112 μL, 1.0 mmol) and n-hexylamine (158 μL, 1.0 mmol) were added by micro-syringe at room temperature. The reaction mixture was heated at 80° C. for 18 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 41% GC yield of N-phenylhexylamine.

Aufarbeitung

  1. customThe tube was evacuated
  2. additionback-filled with argon (3 cycles)
  3. customto reach room temperature

Quellen und Nachweise

ORD-Eintrag
ord-40b37e81ccc64885ba340b5d01a4b1c5
Quelldatensatz
uspto-grants-2005_03
Patentnummer
US06867298B2

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