Sodium Hydroxide → 5-Bromo-3-hydroxy-2,3-dihydrobenzothiophene 1,1-Dioxide

HRID 521184ノート

反応式

HRID 521184 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9](=[O:11])(=[O:10])[CH:8]=[CH:7][C:6]=2[CH:12]=1.[OH-:13].[Na+]>[Cl-].[NH4+]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[S:9](=[O:11])(=[O:10])[CH2:8][CH:7]([OH:13])[C:6]=2[CH:12]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 23261743Benzo[b]thiophene, 5-bromo-, 1,1-dioxide

生成物 1

HCID 867293525-Bromo-3-hydroxy-2,3-dihydrobenzothiophene 1,1-Dioxide

試薬・触媒・溶媒 1

HCID 25517Ammonium Chloride溶媒

反応条件

温度
100 °C

実験手順

5-Bromo-1-benzothiophene 1,1-dioxide (100 mg, 0.41 mmol) was suspended in 1N aqueous sodium hydroxide (2.0 mL), heated to 100° C. in a microwave, and allowed to stir for 15 minutes. The mixture was then allowed to cool to ambient temperature before the mixture was diluted with saturated aqueous ammonium chloride and extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was used without further purification. LRMS (ESI) calc'd for C8H7BrO3S [M+Na]+: 285. Found: 285.

後処理

  1. temperatureto cool to ambient temperature before the mixture
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed with brine
  4. dry with materialdried over anhydrous MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe residue was used without further purification

出典と根拠

ORDレコード
ord-12c678c95fcb434c9c8cebfeb29df323
出典データセット
uspto-grants-2016_05
特許番号
US09328099B2

反応ノート

読み込み中…