Sodium hydride → 6-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1,3-trione

HRID 2390291ノート

反応式

HRID 2390291 の反応式
[Br:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8]C)=O)=[C:4]([S:12]([CH3:15])(=[O:14])=[O:13])[CH:3]=1.[H-].[Na+]>C1COCC1>[Br:1][C:2]1[CH:11]=[CH:10][C:5]2[C:6](=[O:8])[CH2:15][S:12](=[O:14])(=[O:13])[C:4]=2[CH:3]=1

参加物

4

反応物 2

HCID 24758Sodium hydrideHCID 53393139Methyl 4-bromo-2-(methylsulfonyl)benzoate2 回

生成物 1

HCID 565941086-Bromo-2,3-dihydro-1lambda6-benzothiophene-1,1,3-trione収率 102.2%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of methyl 4-bromo-2-(methylsulfonyl)benzoate (Intermediate 239; 4.00 g; 13.6 mmol) in anhydrous THF (60 ml) was treated with NaH (595 mg; 13.6 mmol) and stirred at RT for 1.5 h. The reaction was quenched with water. AcOEt and a 1N solution of HCl in water were added and the phases were separated. The organic phase was washed with brine, dried on MgSO4, filtered and concentrated to give the title compound as a yellow solid (3.63 g).

後処理

  1. customThe reaction was quenched with water
  2. additionAcOEt and a 1N solution of HCl in water were added
  3. customthe phases were separated
  4. washThe organic phase was washed with brine
  5. customdried on MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-fd212ac934024d2488fbe2f4e26a52e1
出典データセット
uspto-grants-2012_09
特許番号
US08273769B2

反応ノート

読み込み中…