Sulfuryl chloride → 4-(2-Bromo-1,1,2-trifluoroethoxy)-2-chlorophenol

HRID 1583285Notes

Reaction equation

HRID 1583285 reaction equation
[Br:1][CH:2]([F:14])[C:3]([F:13])([F:12])[O:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[CH:7][CH:6]=1.S(Cl)([Cl:18])(=O)=O>C1(SC2C=CC=CC=2)C=CC=CC=1.C(O)(=O)C>[Cl:18][C:7]1[CH:6]=[C:5]([O:4][C:3]([F:12])([F:13])[CH:2]([Br:1])[F:14])[CH:10]=[CH:9][C:8]=1[OH:11]

Participants

5

Reactant 2

HCID 24648Sulfuryl chlorideHCID 132284984-(2-Bromo-1,1,2-trifluoroethoxy)phenol

Product 1

HCID 132285014-(2-Bromo-1,1,2-trifluoroethoxy)-2-chlorophenol

Reagents, catalysts & solvents 2

HCID 8766Diphenyl sulfideCatalystHCID 176Acetic AcidSolvent

Procedure

12.2 g of 4-(2-bromo-1,1,2-trifluoroethoxy)-phenol and 5 drops of diphenyl sulfide were dissolved in 30 ml of glacial acetic acid, and 6.1 g of sulfuryl chloride were added, a little at a time, at 25° C. After 3 hours at 25° C., the volatile components were removed, the residue was taken up with 300 ml of methylene chloride, and the solution was washed with 100 ml of 10% strength NaHCO3 solution and 100 ml of water, dried over Na2SO4 and distilled at 82° C./0.3 mbar. Yield: 12.6 g.

Workup

  1. customat 25° C
  2. customthe volatile components were removed
  3. washthe solution was washed with 100 ml of 10% strength NaHCO3 solution and 100 ml of water
  4. dry with materialdried over Na2SO4
  5. distillationdistilled at 82° C./0.3 mbar

Sources & evidence

ORD record
ord-d2a3074b604c4089a52010e1c3aefd2c
Source dataset
uspto-grants-1985_11
Patent number
US04551448

Reaction notes

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