Sodium Hydroxide → HCID 86729352, compound

HRID 1852435Notes

Reaction equation

HRID 1852435 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-a709b100a83144a59508c20da3a20b0a
Source dataset
uspto-grants-2015_02
Patent number
US08962608B2

Reaction notes

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