2-Propionylthiophene → 3-(Dimethylamino)-2-methyl-1-(2-thienyl)-2-propen-1-one

HRID 507648Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 507648
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6](=[O:9])[CH2:7][CH3:8].C(O[CH:15]([N:19]([CH3:21])[CH3:20])N(C)C)(C)(C)C>>[CH3:21][N:19]([CH3:20])[CH:15]=[C:7]([CH3:8])[C:6]([C:2]1[S:1][CH:5]=[CH:4][CH:3]=1)=[O:9]

Komponenten

3

Edukt 2

HCID 261792-PropionylthiopheneHCID 79885tert-Butoxy bis(dimethylamino)methane

Produkt 1

HCID 684666763-(Dimethylamino)-2-methyl-1-(2-thienyl)-2-propen-1-one

Reaktionsbedingungen

Temperatur
55 °C

Versuchsvorschrift

1-(Thiophen-2-yl)propan-1-one (0.15 g, 1.069 mmol) was treated with tert-butoxybis-(dimethylamino)methane (0.5 mL) and the mixture stirred at 55° C. overnight. The volatiles were removed in vacuo and the residual liquid was azeotroped with toluene. The resulting residue was dissolved in ethyl acetate and passed through a plug of silica gel. The filtrate was concentrated and placed under vacuum to afford a thick yellow oil. Yield=0.2 g. MS (M+H)+ 196.

Aufarbeitung

  1. customThe volatiles were removed in vacuo
  2. customthe residual liquid was azeotroped with toluene
  3. dissolutionThe resulting residue was dissolved in ethyl acetate
  4. concentrationThe filtrate was concentrated
  5. customto afford a thick yellow oil

Quellen und Nachweise

ORD-Eintrag
ord-2d1adb23ef954147b653012e5202b84c
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07786132B2

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