Bromine → HCID 59642138, compound

HRID 2250859Notes

Reaction equation

HRID 2250859 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])[CH:5]=[CH:4][C:3]=1[O:14]C.[Br:16]Br.[O-]S([O-])=O.[Na+].[Na+]>C(Cl)(Cl)Cl>[Br:16][C:4]1[CH:5]=[C:6]([S:8]([F:13])([F:12])([F:11])([F:10])[F:9])[CH:7]=[C:2]([Cl:1])[C:3]=1[OH:14]

Participants

5

Reactant 3

HCID 24408BromineHCID 24437Sodium SulfiteHCID 59642143HCID 59642143, compound

Product 1

HCID 59642138HCID 59642138, compoundYield 63.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

5.30 g of 2-chloro-1-methoxy-4-pentafluorosulfanylbenzene were dissolved in 150 ml of CHCl3 and admixed with 4.73 g of bromine and 638 mg of FeBr2. The mixture was stirred at RT for 18 hours, then admixed with a further 200 mg of FeBr2, stirred at RT for 6 hours and then admixed with a further 300 mg of FeBr2, stirred at RT for 2 hours and left to stand at RT for 18 hours. The reaction mixture was then poured onto 300 ml of a saturated aqueous Na2SO3 solution and extracted with 300 ml of CH2Cl2. The organic phase was then washed with 100 ml of water and dried over Na2SO4, and the solvent was removed under reduced pressure. 4.20 g of a colorless oil were obtained which was reacted further without purification.

Workup

  1. stirringstirred at RT for 6 hours
  2. stirringstirred at RT for 2 hours
  3. waitleft
  4. waitto stand at RT for 18 hours
  5. extractionextracted with 300 ml of CH2Cl2
  6. washThe organic phase was then washed with 100 ml of water
  7. dry with materialdried over Na2SO4
  8. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-48963b5491a0406f9d63caf78035e0c4
Source dataset
uspto-grants-2008_01
Patent number
US07317124B2

Reaction notes

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