تفاعل #74926

معادلة التفاعل

thiophene

3,4-dimethylaniline

thiophene

n-butyl nitrite

→

2-(3,4-xylyl)thiophene

المردود 27.0%

ظروف التفاعل

المعالجة

1. 1
   workup.WAITto stand at room temperature for one week
2. 2
   أخرىwas removed by distillation with a steam bath
3. 3
   workup.DISTILLATIONThe residue was distilled at reduced pressure

الإجراء التجريبي

A solution of 182 g (1.50 moles) of 3,4-dimethylaniline, m.p. 49°-51° C. in 3000 ml (38 moles) of thiophene was treated with 226 ml (2.00 moles) of n-butyl nitrite. The solution was allowed to stand at room temperature for one week. Unreacted thiophene was removed by distillation with a steam bath. The residue was distilled at reduced pressure to give 75 g (27%) of 2-(3,4-xylyl)thiophene, b.p. 107°-122° (0.08 mm). Vapor phase chromatography showed the presence of about 2% of the xylidine starting material, removed by washing first with two 100-ml portions of 10% hydrochloric acid followed by two 150-ml portions of distilled water.

المصدر