Acetic Acid → HCID 58261091、化合物

HRID 868781ノート

反応式

HRID 868781 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 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.

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 through fritted glass
  7. customwas evaporated under vacuum
  8. customProduct was obtained by silica chromatography (1.1 g, 52%)

出典と根拠

ORDレコード
ord-c82efb5a82bf49538180eebf7edde96c
出典データセット
uspto-grants-2015_03
特許番号
US08968885B2

反応ノート

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