تفاعل #2254182

معادلة التفاعل

Acetyl chloride

AlCl3

2-bromo-3-methylthiophene

→

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

المردود 56.6%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر