Methanol → HCID 57826680, Verbindung

HRID 2392088Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2392088
[Br:1][C:2]1[CH:3]=[C:4]([C:10]([OH:12])=[O:11])[S:5][C:6]=1[CH2:7][CH2:8][CH3:9].S(=O)(=O)(O)O.O.[CH3:19]O>>[Br:1][C:2]1[CH:3]=[C:4]([C:10]([O:12][CH3:19])=[O:11])[S:5][C:6]=1[CH2:7][CH2:8][CH3:9]

Komponenten

5

Edukt 4

HCID 887MethanolHCID 962WaterHCID 1118Sulfuric AcidHCID 38431344-bromo-5-propylthiophene-2-carboxylic acid

Produkt 1

HCID 57826680HCID 57826680, VerbindungAusbeute 93 %

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of 4-bromo-5-propyl-2-thiophenecarboxylic acid (5.0 g, 20.07 mmol) in methanol (100 ml) was added sulfuric acid (5.35 ml, 100 mmol). The resulting solution stirred at 50° C. for 36 h. H2O (50 mL) was added the aqueous phase was washed several times with DCM. The combined organic fractions were washed with saturated NaHCO3, dried over Na2SO4, concentrated and used directly without further purification providing methyl 4-bromo-5-propyl-2-thiophenecarboxylate (5.1 g, 18.61 mmol, 93% yield) as a yellow oil: LCMS (ES) m/e 262, 264 (M, M+2)+.

Aufarbeitung

  1. washwas washed several times with DCM
  2. washThe combined organic fractions were washed with saturated NaHCO3
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. customused directly without further purification

Quellen und Nachweise

ORD-Eintrag
ord-9ef42163ed95452aa831fcb2aa49a252
Quelldatensatz
uspto-grants-2012_09
Patentnummer
US08273782B2

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