Reaktion #42893

Reaktionsgleichung

triethylamine

4-amino-thiophene-3-carboxylic acid methyl ester

chlorofluoroacetyl chloride

→

title compound

4-(2-Chloro-2-fluoro-acetylamino)-thiophene-3-carboxylic acid methyl ester

Lösungsmittel

dichloromethane

methylene chloride

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm up
2. 2
   workup.STIRRINGstirred at room temperature for one hour
3. 3
   Waschenwashed several times with water
4. 4
   Trocknendried with sodium sulfate
5. 5
   Einengenconcentrated in vacuo
6. 6
   SonstigeThe residue was purified by column chromatography

Vorschrift

To a suspension of 4-amino-thiophene-3-carboxylic acid methyl ester (2 g) in dichloromethane (25 mL) was added chlorofluoroacetyl chloride (1.16 mL) and the reaction mixture was stirred to −15° C. Then a solution of triethylamine (3.2 mL) in dichloromethane (5 mL) was added slowly to the cold reaction mixture which was then allowed to warm up and stirred at room temperature for one hour. The reaction mixture was then diluted with further methylene chloride and washed several times with water, dried with sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography to yield the title compound as a light yellow solid. MS (EI): 251.1; mp=51-54° C.

Quelle