Diethyl Ether → Cyclopropyl-(3-iodo-benzyl)-methyl-amine

HRID 1869929Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1869929
[CH:1]1([NH:4][CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([I:12])[CH:7]=2)[CH2:3][CH2:2]1.[C:13](=O)([O-])[O-].[K+].[K+].CI.C(OCC)C>CC(C)=O>[CH:1]1([N:4]([CH2:5][C:6]2[CH:11]=[CH:10][CH:9]=[C:8]([I:12])[CH:7]=2)[CH3:13])[CH2:3][CH2:2]1

Komponenten

6

Edukt 4

HCID 3283Diethyl EtherHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 21107262N-[(3-iodophenyl)methyl]cyclopropanamine2×

Produkt 1

HCID 21107263Cyclopropyl-(3-iodo-benzyl)-methyl-amineAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

A solution of cyclopropyl-(3-iodo-benzyl)-amine (Intermediate 88, 4.1 g, 151 mmol) in acetone (20 mL) was treated with potassium carbonate (2.07 g, 15 mmol) and methyl iodide (1.4 mL, 22.5 mmol) and the resulting reaction mixture was stirred at ambient temperature for 1 h. Diethyl ether was added, the solids were filtered off and filtrate was evaporated to a residue that was subjected to flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent to afford the title compound (3.3 g, 77%).

Aufarbeitung

  1. customthe resulting reaction mixture
  2. filtrationthe solids were filtered off
  3. customfiltrate was evaporated to a residue that

Quellen und Nachweise

ORD-Eintrag
ord-b3b95d6918b84e9cab2f31d7458c9d89
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07638648B2

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