Triethylamine → N-(4-methoxyphenyl)-2-oxopropane-1-sulfonamide

HRID 1786139

Reaktionsgleichung

Reaktionsgleichung von HRID 1786139
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10](Cl)(=[O:12])=[O:11])=[CH:5][CH:4]=1.C[Si](C)(C)[O:16][C:17]([CH3:19])=[CH2:18].C(N(CC)CC)C>C(#N)C>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:10]([CH2:18][C:17](=[O:16])[CH3:19])(=[O:12])=[O:11])=[CH:5][CH:4]=1

Komponenten

5

Edukt 3

HCID 8471TriethylamineHCID 74599Silane, trimethyl((1-methylethenyl)oxy)-HCID 219666184-Methoxyphenylsulfamoyl chloride

Produkt 1

HCID 57596986N-(4-methoxyphenyl)-2-oxopropane-1-sulfonamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Versuchsvorschrift

4-Methoxyphenylsulfamoyl chloride (11.0 g, crude from Step B) in acetonitrile (5.0 mL) was added to a mixture of trimethyl(prop-1-en-2-yloxy)silane (0.85 g, 85% purity, 5.56 mmol) and triethylamine (2.0 mL) in acetonitrile (10 mL) at rt. Upon addition, the reaction was warmed up and refluxed for 2 hrs. After cooling to rt., solvent was removed under reduced pressure and product was purified by flash chromatography (silica gel, ethyl acetate/hexanes gradient) to give N-(4-methoxyphenyl)-2-oxopropane-1-sulfonamide as a solid. LC-MS found: (M+1)+=244.2.

Aufarbeitung

  1. additionUpon addition
  2. temperaturethe reaction was warmed up
  3. temperaturerefluxed for 2 hrs
  4. custom, solvent was removed under reduced pressure and product
  5. customwas purified by flash chromatography (silica gel, ethyl acetate/hexanes gradient)

Quellen und Nachweise

ORD-Eintrag
ord-3a4a80bca6e3486abb176dbee2bd8dd9
Quelldatensatz
uspto-grants-2009_03
Patentnummer
US07507730B2

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