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Methylamine → [2-(2-Methoxyphenoxy)ethyl](methyl)amine

HRID 2297569
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2297569
Br[CH2:2][CH2:3][O:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[O:11][CH3:12].[CH3:13][NH2:14]>C(O)C>[CH3:12][O:11][C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][C:5]=1[O:4][CH2:3][CH2:2][NH:14][CH3:13]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 17990992-(2-Bromoethoxy)anisole

Produkt 1

HCID 6485441[2-(2-Methoxyphenoxy)ethyl](methyl)amineAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of 1-(2-bromoethoxy)-2-methoxybenzene (7d) (7.7 g, 33 mmol) in a 33% solution of methylamine in ethanol was heated at 80° C. in a sealed tube for 16 h. After cooling to room temperature, the solvents were evaporated in vacuo. A 2N aqueous solution of sodium hydroxide was added to the remaining oil and the resulting slurry was extracted with ethyl acetate (2×250 mL). The collected organic phases were dried (Na2SO4) and the solvents evaporated in vacuo giving 5.9 g (98%) of the title compound as an oil: 1H NMR (CDCl3) δ 1.85 (broad s, 1H), 2.50 (s, 3H), 3.00 (t, 2H), 3.85 (s, 3H), 4.10 (t, 2H), 6.85-6.95 (m, 4H).

Aufarbeitung

  1. customthe solvents were evaporated in vacuo
  2. additionA 2N aqueous solution of sodium hydroxide was added to the remaining oil
  3. extractionthe resulting slurry was extracted with ethyl acetate (2×250 mL)
  4. dry with materialThe collected organic phases were dried (Na2SO4)
  5. customthe solvents evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-4c46427fac9a43dbbac67362b16ecd82
Quelldatensatz
uspto-grants-2002_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06492374B2

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