Benzene → HCID 18401171, compound

HRID 1019334Notes

Reaction equation

HRID 1019334 reaction equation
[F:1][C:2]([S:5]([C:7]1[CH:12]=[CH:11][C:10]([Cl:13])=[CH:9][C:8]=1[Cl:14])=O)([F:4])[F:3].O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[CH:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1.[S:35]([O:42]S(C(F)(F)F)(=O)=O)([C:38]([F:41])([F:40])[F:39])(=[O:37])=[O:36]>>[O-:42][S:35]([C:38]([F:41])([F:40])[F:39])(=[O:37])=[O:36].[Cl:14][C:8]1[CH:9]=[C:10]([Cl:13])[CH:11]=[CH:12][C:7]=1[S+:5]([C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:2]([F:4])([F:3])[F:1]

Participants

5

Reactant 4

HCID 241BenzeneHCID 14812Phosphorus oxide (P4O10)HCID 67749Trifluoromethanesulfonic anhydrideHCID 232367772,4-Dichloro-1-(trifluoromethanesulfinyl)benzene

Product 1

HCID 18401171HCID 18401171, compound

Conditions

Temperature
22 °C

Procedure

2,4-Dichlorophenyl trifluoromethyl sulfoxide (0.71 g, 2.7 mmol), 20 ml of Fréon 113 (stored over P2O5), predistilled benzene (0.57 g, 7.3 mmol) and then triflic anhydride (1.48 g, 5.2 mmol) are introduced into a Schlenck tube placed under an inert atmosphere. The mixture is stirred for 4 days at ambient temperature (22° C.). The purification was not yet appropriate (chromatography on silica with the pentane/ethyl acetate 30/1 mixture as eluent) and did not allow the pure product to be isolated. However, the product is obtained with a crude yield of 74%.

Workup

  1. customThe purification
  2. customto be isolated
  3. customHowever, the product is obtained with a crude yield of 74%

Sources & evidence

ORD record
ord-00eba4ad289d40c7b47800f472f9f912
Source dataset
uspto-grants-2002_11
Patent number
US06486351B1

Reaction notes

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