تفاعل #955963

معادلة التفاعل

ethanol

acetic acid

hexane

1,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

→

1-bromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

المذيبات

CHCl3

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was heated until the starting material
2. 2
   workup.DISSOLUTIONwas fully dissolved
3. 3
   درجة الحرارةMixture was refluxed for one hour after which an aliquot
4. 4
   أخرىreaction completion
5. 5
   درجة الحرارةAfter cooling
6. 6
   ترشيحthe solution was filtered through fritted glass
7. 7
   أخرىwas evaporated under vacuum
8. 8
   أخرىProduct was obtained by silica chromatography (1.1 g, 52%)

الإجراء التجريبي

1,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione (2.6 g, 5 mmol) was placed in a three neck round-bottom flask equipped with a water condenser with ethanol (35 mL), acetic acid (10 mL) and three drops of 1 M HCl. The mixture was heated until the starting material was fully dissolved. At this point, zinc (310 mg, 5 mmol) was added in one portion. Mixture was refluxed for one hour after which an aliquot was taken for GC analysis and NMR, indicating reaction completion. After cooling, the solution was filtered through fritted glass to eliminate remaining Zn particles and solvent was evaporated under vacuum. Product was obtained by silica chromatography (1.1 g, 52%), using a 100% hexane to 100% CHCl3 gradient.

المصدر