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

HRID 2267425Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2267425
[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-fe800efcf0434bc087e2f1f342bf9a17
Quelldatensatz
uspto-grants-2010_12
Patentnummer
US07858785B2

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