반응 #955964

ord-c065daf79bde4d3885c7e72645238f38

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도Mixture was refluxed for one hour after which an aliquot
  2. 2
    기타reaction
  3. 3
    온도After cooling
  4. 4
    여과the solution was filtered through fritted glass
  5. 5
    기타was evaporated under vacuum
  6. 6
    기타Product was obtained by silica chromatography

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08968885B2uspto-grants-2015_03