تفاعل #955964

ord-c065daf79bde4d3885c7e72645238f38

معادلة التفاعل

CCCCCCCCC(CCCCCCCC)N1C(=O)c2c(Br)sc(Br)c2C1=O
1,3-Dibromo-5-(heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione
CCO
ethanol
CC(=O)O
acetic acid
Cl
HCl
CCCCCCCCC(CCCCCCCC)N1C(=O)c2csc(Br)c2C1=O
1-bromo-5-(heptadecan-9-yl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةMixture was refluxed for one hour after which an aliquot
  2. 2
    أخرىreaction
  3. 3
    درجة الحرارةAfter cooling
  4. 4
    ترشيحthe solution was filtered through fritted glass
  5. 5
    أخرىwas evaporated under vacuum
  6. 6
    أخرىProduct was obtained by silica chromatography

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US08968885B2uspto-grants-2015_03