Reaktion #2254182

Reaktionsgleichung

Acetyl chloride

AlCl3

2-bromo-3-methylthiophene

→

1-(5-bromo-4-methyl-thiophen-2-yl)-ethanone

Ausbeute 56.6%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITAfter 1 hour at 0° C.
2. 2
   Sonstigethe reaction is quenched
3. 3
   workup.ADDITIONby added water (100 ml)
4. 4
   ExtraktionThe mixture is extracted three times with dichloromethane
5. 5
   Trocknendried over MgSO4
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeThe crude product is purified by chromatography on silica gel (180 g)
8. 8
   Wascheneluting with a mixture of ethyl acetate and heptane (1:6)

Vorschrift

Acetyl chloride (7.09 g) is added to a suspension of AlCl3 (11.53 g) in dichloromethane (310 ml) at 0° C. After 45 minutes at 0° C., 2-bromo-3-methylthiophene (5.0 g) is added dropwise. After 1 hour at 0° C., the reaction is quenched by added water (100 ml). The mixture is extracted three times with dichloromethane. The organic phases are combined, dried over MgSO4 and concentrated in vacuo. The crude product is purified by chromatography on silica gel (180 g) eluting with a mixture of ethyl acetate and heptane (1:6) to yield 1-(5-bromo-4-methyl-thiophen-2-yl)-ethanone (3.5 g) as a brown solid.

Quelle