Phosphorus oxychloride → 145980-57-0

HRID 1379299Notes

Reaction equation

HRID 1379299 reaction equation
[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[S:10]([O-])(=[O:12])=[O:11].[Na+].P(Cl)(Cl)([Cl:19])=O>CCOCC>[F:1][C:2]([F:15])([F:14])[C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[S:10]([Cl:19])(=[O:12])=[O:11]

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 23708595HCID 23708595, compound

Product 1

HCID 11032589145980-57-0

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

A mixture of 290 g of sodium 2-trifluoromethyl-6-methylbenzenesulfonate and 500 mL of phosphorous oxychloride was heated to reflux for 5 hours. The mixture was then cooled to 0° C. and poured into a large flask containing 2000 g of ice and 2 L of ether. After stirring for 30 minutes, the phases were separated and the organic phase washed with cold water, cold saturated aqueous sodium carbonate, and then brine. The solvent was removed in vacuo to yield 2-trifluoromethyl-6-methylbenzenesulfonyl chloride as a brown oil.

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 5 hours
  3. additionpoured into a large flask
  4. customthe phases were separated
  5. washthe organic phase washed with cold water, cold saturated aqueous sodium carbonate
  6. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-644cf988274e437c98fd00bdce79223c
Source dataset
uspto-grants-1997_09
Patent number
US05670691

Reaction notes

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