반응 #955963

반응 방정식

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

용매

CHCl3

반응 조건

후처리

1. 1
   온도The mixture was heated until the starting material
2. 2
   workup.DISSOLUTIONwas fully dissolved
3. 3
   온도Mixture was refluxed for one hour after which an aliquot
4. 4
   기타reaction completion
5. 5
   온도After cooling
6. 6
   여과the solution was filtered through fritted glass
7. 7
   기타was evaporated under vacuum
8. 8
   기타Product was obtained by silica chromatography (1.1 g, 52%)

실험 절차

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.

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