Dimethyl Sulfide → Trimethylsulfonium methyl sulfate

HRID 1838121Notes

Reaction equation

HRID 1838121 reaction equation
[CH3:1][S:2][CH3:3].[S:4]([O:9]C)([O:7][CH3:8])(=[O:6])=[O:5]>CCOCC>[CH3:8][O:7][S:4]([O-:9])(=[O:6])=[O:5].[CH3:1][S+:2]([CH3:8])[CH3:3]

Participants

4

Reactant 2

HCID 1068Dimethyl SulfideHCID 6497Dimethyl Sulfate

Product 1

HCID 2760871Trimethylsulfonium methyl sulfate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

Dimethyl sulfide (25.0 mL) is cooled to 0° C., and dimethyl sulfate (25.0 mL) is added. The liquid is stirred at 0° C. and allowed to warm slowly as the ice in the cooling bath melts. The following day, ether is added and the solid mass crushed with a stirring rod. The solid is filtered, washed well with ether, and dried in vacuo to provide 48.0 g of the salt as a white crystalline solid.

Workup

  1. customthe solid mass crushed with a stirring rod
  2. filtrationThe solid is filtered
  3. washwashed well with ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-f741052f8923442da827cbeeb5aeac6e
Source dataset
uspto-grants-2004_01
Patent number
US06673793B2

Reaction notes

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