Acetic Acid → 33185-56-7

HRID 566640Notes

Reaction equation

HRID 566640 reaction equation
[F:1][C:2]([S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12]C)([F:4])[F:3].Br.C(O)(=O)C>O>[F:1][C:2]([S:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[OH:12])([F:4])[F:3]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 260Hydrogen BromideHCID 10176652HCID 10176652, compound

Product 1

HCID 1017650733185-56-7Yield 46%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 4.69 g of 2-methoxyphenyl trifluoromethyl sulfide, obtained according to Example 3, 20 ml of 48% strength by weight aqueous hydrobromic acid, and 20 ml of 96% strength by weight acetic acid was boiled under reflux for 24 hours. The completion of the reaction was then checked by gas chromatography. After cooling, the reaction mixture was poured into water. The organic phase was separated off and the aqueous phase was extracted with dichloromethane. The extract was combined with the organic phase. Drying over magnesium sulfate, concentration, and vacuum distillation gave 2.01 g (46% of theory) of 2-hydroxyphenyl trifluoromethyl sulfide (boiling point 65-66° C. at 26 mbar, melting point 35-37° C.).

Workup

  1. customobtained
  2. temperatureunder reflux for 24 hours
  3. temperatureAfter cooling
  4. customThe organic phase was separated off
  5. extractionthe aqueous phase was extracted with dichloromethane
  6. dry with materialDrying over magnesium sulfate, concentration, and vacuum distillation

Sources & evidence

ORD record
ord-2bc00ae97c54417b98120ae06393c8f8
Source dataset
uspto-grants-2001_01
Patent number
US06175042B1

Reaction notes

Loading…