Dimethylformamide → [2,2'-Bithiophene]-5-carboxaldehyde

HRID 1289113

反応式

HRID 1289113 の反応式
O=P(Cl)(Cl)Cl.[S:6]1[CH:10]=[CH:9][CH:8]=[C:7]1[C:11]1[S:12][CH:13]=[CH:14][CH:15]=1.[OH-].[Na+].CN([CH:21]=[O:22])C>>[CH:21]([C:10]1[S:6][C:7]([C:11]2[S:12][CH:13]=[CH:14][CH:15]=2)=[CH:8][CH:9]=1)=[O:22]

参加物

5

反応物 4

HCID 6228Dimethylformamide2 回HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 681202,2'-Bithiophene

生成物 1

HCID 364428[2,2'-Bithiophene]-5-carboxaldehyde

反応条件

温度
0 °C

実験手順

250 ml of DMF in 1 liter flask was added 50.2 ml of POCl3 and stirred for 1 hour at 0° C. to form a complex. 83 g of 2,2'-bithiophene was dissolved in 200 ml of DMF and then added into the complex. After the solution was stirred at 10° C. for 0.5 hour, then the temperature was raised to 40° C. and stirred for 20 hours. The orange viscous product was poured into 3 l beaker and crushed ice cubes were added and stirred for 0.5 hour and then neutralized with 600 ml of 10% aqueous NaOH solution. After the solution was extracted with chloroform, washed with water and dried over anhydrous magnesium sulfate, the solvent was removed under reduced pressure and the crude product was purified by column chromatography. 90 g of product was thus obtained and the melting point thereof was 56°-57° C.

後処理

  1. customto form a complex
  2. additionadded into the complex
  3. stirringAfter the solution was stirred at 10° C. for 0.5 hour
  4. temperaturethe temperature was raised to 40° C.
  5. stirringstirred for 20 hours
  6. additionThe orange viscous product was poured into 3 l beaker
  7. customcrushed ice cubes
  8. additionwere added
  9. stirringstirred for 0.5 hour
  10. extractionAfter the solution was extracted with chloroform
  11. washwashed with water
  12. dry with materialdried over anhydrous magnesium sulfate
  13. customthe solvent was removed under reduced pressure
  14. customthe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-dc12915f5cce4978b61d13b207a36596
出典データセット
uspto-grants-1998_05
特許番号
US05747525

関連ノート

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