Acetic Anhydride → HCID 19940135、化合物

HRID 1654598ノート

反応式

HRID 1654598 の反応式
[C:1](OC(=O)C)(=[O:3])[CH3:2].B(F)(F)F.CCOCC.[S:17]1[CH:21]=[CH:20][CH:19]=[C:18]1[C:22]1[NH:23][C:24]([C:27]2[S:28][CH:29]=[CH:30][CH:31]=2)=[CH:25][CH:26]=1>C(Cl)Cl.C(Cl)(Cl)Cl>[C:1]([C:25]1[CH:26]=[C:22]([C:18]2[S:17][CH:21]=[CH:20][CH:19]=2)[NH:23][C:24]=1[C:27]1[S:28][CH:29]=[CH:30][CH:31]=1)(=[O:3])[CH3:2]

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 8000Boron trifluoride etherateHCID 41751102,5-Di(thiophen-2-yl)-1H-pyrrole

生成物 1

HCID 19940135HCID 19940135、化合物収率 68%

試薬・触媒・溶媒 2

HCID 6212Chloroform溶媒HCID 6344Dichloromethane溶媒2 回

反応条件

温度
0 °C

実験手順

Acetic anhydride (75 μL, 1.75 mmol) was dissolved in 2 mL of anhydrous methylene chloride and stirred for 2 minutes at 0° C. under nitrogen. To this stirred mixture was added boron trifluoride etherate (185 μL, 1.5 mmol ), followed by the addition of 1.5 mmol 2,5-dithienylpyrrole in 1 mL of anhydrous methylene chloride. The resultant dark green solution was stirred at 0° C. for 15 minutes and room temperature for 1 hour. The solution was diluted with chloroform (50 mL) and washed four times with water (10 mL), twice with saturated sodium bicarbonate (10 mL), and finally twice with water (10 mL). The organic phase was evaporated and the residue was chromatographed on a silica gel column (50 g). Elution with 30% ethyl acetane in hexane gave 93 mg (68%) of 3-acetyl-2,5-dithienylpyrrole.

後処理

  1. stirringThe resultant dark green solution was stirred at 0° C. for 15 minutes and room temperature for 1 hour
  2. washwashed four times with water (10 mL)
  3. customThe organic phase was evaporated
  4. customthe residue was chromatographed on a silica gel column (50 g)
  5. washElution with 30% ethyl acetane in hexane

出典と根拠

ORDレコード
ord-1455a678d0254c9bb9e53542d4b880df
出典データセット
uspto-grants-1995_04
特許番号
USRE034919

反応ノート

読み込み中…