Réaction #955964

Équation de réaction

1,3-Dibromo-5-(heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

ethanol

acetic acid

HCl

→

1-bromo-5-(heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

Solvants

CHCl3

hexane

Conditions de réaction

Traitement

1. 1
   TempératureMixture was refluxed for one hour after which an aliquot
2. 2
   Autrereaction
3. 3
   TempératureAfter cooling
4. 4
   Filtrationthe solution was filtered through fritted glass
5. 5
   Autrewas evaporated under vacuum
6. 6
   AutreProduct was obtained by silica chromatography

Mode opératoire

1,3-Dibromo-5-(heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione (9.43 g, 20.04 mmol) and zinc (1.31 g, 20.04 mmol) were placed in a 3 neck round-bottom flask equipped with a water condenser with ethanol (130 mL), acetic acid (40 mL) and 1 M HCl (2.5 mL). Mixture was refluxed for one hour after which an aliquot was taken for NMR analysis, which indicated reaction was complete. 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, using a 100% hexane to 100% CHCl3 gradient.

Source