Reaktion #444930

Reaktionsgleichung

n-Butyllithium

2-Methoxythiophene

dry ice

diethyl ether

→

5-methoxy-2-thiophenecarboxylic acid

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas slowly added dropwise
2. 2
   workup.STIRRINGwith stirring
3. 3
   workup.DISTILLATIONThe solvent was distilled off
4. 4
   ExtraktionThe mixture was extracted with ethyl acetate
5. 5
   TrocknenThe extract was dried over anhydrous magnesium sulfate
6. 6
   Einengenconcentrated under reduced pressure

Vorschrift

2-Methoxythiophene (4.0 ml) was dissolved in tetrahydrofuran (50 ml), and the mixture was cooled to -78° C. n-Butyllithium (1.6M in hexane, 31 ml) was slowly added dropwise, and the mixture was stirred at the same temperature for 1 hour. The mixture was poured into a mixture of dry ice and diethyl ether, and warmed to room temperature with stirring. The solvent was distilled off, and the residue was acidified with 1N hydrochloric acid. The mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 5-methoxy-2-thiophenecarboxylic acid (5.62 g).

Quelle