Water → HCID 67047335, compound

HRID 1783969Notes

Reaction equation

HRID 1783969 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[SH:8].C(=O)([O-])[O-].[K+].[K+].Br[CH2:16][CH:17](OCC)[O:18][CH2:19][CH3:20].O>CN(C=O)C>[Br:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[S:8][CH:16]=[CH:17][O:18][CH2:19][CH3:20]

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 74852Ethane, 2-bromo-1,1-diethoxy-HCID 805982-Bromobenzenethiol

Product 1

HCID 67047335HCID 67047335, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of 2-bromothiophenol (10.50 g, 55.87 mmol) in dry DMF (50 mL) under nitrogen is added cautiously potassium carbonate (9.2 mL, 61.46 mmol, 1.10 equiv.). Once bubbling has subsided, 2-bromo-1,1-diethoxyethane (8.46 g, 61.46 mmol, 1.10 equiv.) is added to the mixture and stirred for 2 h at room temperature. The resulting suspension is poured onto 200 mL of iced water and extracted with diethyl ether (3×50 mL). The organic layers are washed with brine, dried over MgSO4 to afford after solvent removal the title compound as a viscous orange oil, used without further purification.

Workup

  1. customOnce bubbling
  2. extractionextracted with diethyl ether (3×50 mL)
  3. washThe organic layers are washed with brine
  4. dry with materialdried over MgSO4
  5. customto afford
  6. customafter solvent removal the title compound as a viscous orange oil
  7. customused without further purification

Sources & evidence

ORD record
ord-724cebcaefc44d49bb6b890480f69a3c
Source dataset
uspto-grants-2009_03
Patent number
US07501411B2

Reaction notes

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