Methyl iodide → Dimethyl(octadecyl)sulfanium iodide

HRID 634614Notes

Reaction equation

HRID 634614 reaction equation
[CH3:1][S:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[CH3:21][I:22]>CC(C)=O>[I-:22].[CH3:1][S+:2]([CH3:21])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 536381methyloctadecylsulfide

Product 1

HCID 71407162Dimethyl(octadecyl)sulfanium iodideYield 77%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

In a flask equipped with a stirrer was charged 3.0 g of the crude methyloctadecylsulfide, 2.1 g of methyl iodide and 50 ml of acetone, and the mixture was stirred at room temperature for 24 hours. Precipitated crystals were collected by filtration under reduced pressure and recrystallized from acetone to obtain 3.4 g of the title compound. Melting point: 82.5° C.

Workup

  1. customIn a flask equipped with a stirrer
  2. customPrecipitated crystals
  3. filtrationwere collected by filtration under reduced pressure
  4. customrecrystallized from acetone

Sources & evidence

ORD record
ord-7c76e811b0c54822b8dbb3fcadea0e3f
Source dataset
uspto-grants-2001_02
Patent number
US06184180B2

Reaction notes

Loading…