Phenol → HCID 23268728, compound

HRID 1735641Notes

Reaction equation

HRID 1735641 reaction equation
[F:1][C:2]([F:6])([F:5])[S:3]Cl.C(Cl)(Cl)Cl.[C:11]1([OH:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>N1C=CC=CC=1.[Fe]>[F:1][C:2]([F:6])([F:5])[S:3][C:12]1[CH:13]=[C:14]([S:3][C:2]([F:6])([F:5])[F:1])[CH:15]=[C:16]([S:3][C:2]([F:6])([F:5])[F:1])[C:11]=1[OH:17]

Participants

6

Reactant 3

HCID 996PhenolHCID 6212ChloroformHCID 67900Methanesulfenyl chloride, trifluoro-

Product 1

HCID 23268728HCID 23268728, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 23925IronSolvent

Procedure

Condensed 32.5 g of trifluoromethylsulphenyl chloride was placed in a pressured bottle in a dry ice bath. 60 ml of chilled chloroform was added under nitrogen, followed by the addition of 5.6 g of phenol in 16 g of pyridine and 0.8 g of iron powder. The mixture was stirred in a closed bottle at room temperature for two days. The solution was then washed with water and diluted with hydrochloric acid. After removal of the solvent, the crude product was distilled with a column. The yield was 10 g. The b.p. was 51° C./0.1 mm. NMR (CDCl3), δ 8.1 (s) ppm.

Workup

  1. customwas placed in a pressured bottle in a dry ice bath
  2. washThe solution was then washed with water
  3. additiondiluted with hydrochloric acid
  4. customAfter removal of the solvent
  5. distillationthe crude product was distilled with a column

Sources & evidence

ORD record
ord-4317aaa1bbd1419c89bd0dc2e81fb2a2
Source dataset
uspto-grants-1996_07
Patent number
US05538812

Reaction notes

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