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2-Methoxyethylamine → N-(2-methoxyethyl)-1-phenylmethanesulfonamide

HRID 729257
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 729257
[C:1]1([CH2:7][S:8](Cl)(=[O:10])=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:12][O:13][CH2:14][CH2:15][NH2:16]>C1COCC1>[CH3:12][O:13][CH2:14][CH2:15][NH:16][S:8]([CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)(=[O:10])=[O:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 80182-MethoxyethylamineHCID 74740Phenylmethanesulfonyl chloride

Produkt 1

HCID 4467329N-(2-methoxyethyl)-1-phenylmethanesulfonamideAusbeute 99,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Phenylmethanesulfonyl chloride (3.0 g, 15.7 mmol) was dissolved in dry THF (15 mL) and it was added dropwise to a solution of 2-methoxyethylamine (2.36 g, 31.5 mmol) in dry THF (50 mL) at 0° C. After addition the ice-bath was removed and the reaction was stirred at rt for 2.5 h. The solvent was removed in vacuo and the residue was dissolved in DCM. The mixture was washed with one portion of 5% aqueous HCl, several portions of water, dried through a phase separator and evaporated to give the title compound (3.58 g, 94%); 1H NMR (400 MHz, CDCl3): δ 7.43-7.35 (m, 5H), 4.52 (br s, 1H), 4.26 (s, 2H), 3.40 (t, 2H), 3.32 (s, 3H), 3.14-3.09 (m, 2H); Mass Spectrum: M−H+ 228.

Aufarbeitung

  1. customwas removed
  2. customThe solvent was removed in vacuo
  3. dissolutionthe residue was dissolved in DCM
  4. washThe mixture was washed with one portion of 5% aqueous HCl, several portions of water
  5. customdried through a phase separator
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-3111b4f61ee543bf96fc6e2473077d7d
Quelldatensatz
uspto-grants-2009_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07582629B2

Notizen zur Reaktion

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