Diphenyl sulfide → HCID 131732972, compound

HRID 2173688Notes

Reaction equation

HRID 2173688 reaction equation
[F:1][C:2]([P:8]([C:12]([F:18])([F:17])[C:13]([F:16])([F:15])[F:14])(=[O:11])[O:9]C)([F:7])[C:3]([F:6])([F:5])[F:4].[C:19]1([S:25][C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[F:7][C:2]([P:8]([C:12]([F:17])([F:18])[C:13]([F:16])([F:15])[F:14])(=[O:9])[O-:11])([F:1])[C:3]([F:6])([F:5])[F:4].[CH3:2][S+:25]([C:19]1[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=1)[C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=1

Participants

3

Reactant 2

HCID 8766Diphenyl sulfideHCID 23081881HCID 23081881, compound2×

Product 1

HCID 131732972HCID 131732972, compoundYield 85%

Conditions

Temperature
45 °C

Procedure

Methyl bis(pentafluoroethyl)phosphinate, (C2F5)2P(O)OCH3, (1.77 g; 5.6 mmol) is slowly added dropwise to cooled (0° C.) diphenyl sulfide (1.01 g; 5.4 mmol) in a 25 ml glass flask. The two-phase reaction mixture is warmed and stirred at 45° C. for 17 h. The readily volatile constituents are removed in vacuo (10−3 mbar) at room temperature. Methyldiphenylsulfonium bis(pentafluoroethyl)phosphinate, [CH3S(C6H5)2][(C2F5)2P(O)O], (2.31 g, 4.6 mmol) is isolated as pale-yellow and highly viscous liquid in a yield of 85% and a purity of 90%.

Workup

  1. customThe two-phase reaction mixture
  2. temperatureis warmed
  3. customThe readily volatile constituents are removed in vacuo (10−3 mbar) at room temperature

Sources & evidence

ORD record
ord-642121e00d574549bcda00e228bfb366
Source dataset
uspto-grants-2015_06
Patent number
US09056881B2

Reaction notes

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