Sodium Hydroxide → HCID 86729352, compound

HRID 521184Notes

Reaction equation

HRID 521184 reaction equation
[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

Participants

4

Reactant 2

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

Product 1

HCID 86729352HCID 86729352, compound

Reagents, catalysts & solvents 1

HCID 25517Ammonium ChlorideSolvent

Conditions

Temperature
100 °C

Procedure

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.

Workup

  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

Sources & evidence

ORD record
ord-12c678c95fcb434c9c8cebfeb29df323
Source dataset
uspto-grants-2016_05
Patent number
US09328099B2

Reaction notes

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