Acetic Acid → HCID 58261091、化合物

HRID 2363760ノート

反応式

HRID 2363760 の反応式
[Br:1][C:2]1[S:3][C:4](Br)=[C:5]2[C:9](=[O:10])[N:8]([CH2:11][CH:12]([CH2:17][CH3:18])[CH2:13][CH2:14][CH2:15][CH3:16])[C:7](=[O:19])[C:6]=12.C(O)C.C(O)(=O)C.CCCCCC>Cl.[Zn].C(Cl)(Cl)Cl>[Br:1][C:2]1[S:3][CH:4]=[C:5]2[C:9](=[O:10])[N:8]([CH2:11][CH:12]([CH2:17][CH3:18])[CH2:13][CH2:14][CH2:15][CH3:16])[C:7](=[O:19])[C:6]=12

参加物

8

反応物 4

HCID 176Acetic AcidHCID 702EthanolHCID 8058HexaneHCID 582610781,3-Dibromo-5-(2-ethylhexyl)-4H-thieno[3,4-c]pyrrole-4,6(5H)-dione

生成物 1

HCID 58261091HCID 58261091、化合物

試薬・触媒・溶媒 3

HCID 313Hydrochloric Acid触媒HCID 23994Zinc触媒HCID 6212Chloroform溶媒

実験手順

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 fitted 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.

後処理

  1. temperatureThe mixture was heated until the starting material
  2. dissolutionwas fully dissolved
  3. temperatureMixture was refluxed for one hour after which an aliquot
  4. customreaction completion
  5. temperatureAfter cooling
  6. filtrationthe solution was filtered
  7. customthrough fitted glass
  8. customwas evaporated under vacuum
  9. customProduct was obtained by silica chromatography (1.1 g, 52%)

出典と根拠

ORDレコード
ord-de08b895710b450ba8be6b66d360cffa
出典データセット
uspto-grants-2014_04
特許番号
US08691931B2

反応ノート

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