Water → 5-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester

HRID 1075624

Reaktionsgleichung

Reaktionsgleichung von HRID 1075624
[Br:1][CH2:2][C:3](Br)=[O:4].[Cl-].[Al+3].[Cl-].[Cl-].[S:10]1[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11]1.O>C(Cl)Cl>[Br:1][CH2:2][C:3]([C:14]1[S:10][CH:11]=[C:12]([C:15]([O:17][CH3:18])=[O:16])[CH:13]=1)=[O:4]

Komponenten

6

Edukt 4

HCID 962WaterHCID 61147Bromoacetyl bromideHCID 574151Methyl 3-thiophenecarboxylateHCID 6451240Aluminum(III) Chloride

Produkt 1

HCID 539045465-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel3×

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

A solution of bromoacetyl bromide (13.52 g, 0.067 mol) in 20 ml of CH2Cl2 was added dropwise to a solution of aluminum chloride (13.4 g, 0.105 mol) in 50 ml of CH2Cl2 at 0° C. The mixture was stirred for 1 h at 0° C., and then a solution of methyl 3-thiophenecarboxylate (9.49 g, 0.067 mol) in CH2Cl2 (50 ml) was added dropwise. The stirring was continued for 12 h and then the mixture was poured over water and ice and extracted with CH2Cl2. The organic phase was washed twice with water, dried over magnesium sulfate and concentrated in a rotary evaporator under vacuum.

Aufarbeitung

  1. waitThe stirring was continued for 12 h
  2. extractionextracted with CH2Cl2
  3. washThe organic phase was washed twice with water
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated in a rotary evaporator under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c2d61c34bc884e68af637b7e5e87e5f4
Quelldatensatz
uspto-grants-1999_05
Patentnummer
US05905088

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