Methanol → methyloctadecylsulfide

HRID 634613Notes

Reaction equation

HRID 634613 reaction equation
[CH2:1]([SH:19])[CH2:2][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][CH3:18].[CH3:20][O-].[Na+].CO.CI>O>[CH3:20][S:19][CH2:1][CH2:2][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][CH3:18]

Participants

6

Reactant 4

HCID 887MethanolHCID 6328Methyl iodideHCID 179051-OctadecanethiolHCID 10942334Sodium Methoxide

Product 1

HCID 536381methyloctadecylsulfideYield 100.4%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 200 ml flask equipped with a stirrer and a calcium chloride dryer tube were charged 5.7 g of 1-octadecanthiol, 1.2 g of sodium methoxide and 30 ml of methanol, and the mixture was refluxed for 10 minutes. Then, 3.0 g of methyl iodide was added dropwise to the mixture and reflux was further contented for 30 minutes. The resulting mixture was poured into 200 ml of distilled water, and the resulting precipitate was collected by filtration under reduced pressure to obtain 6.0 g of methyloctadecylsulfide.

Workup

  1. customIn a 200 ml flask equipped with a stirrer and a calcium chloride dryer tube
  2. temperaturethe mixture was refluxed for 10 minutes
  3. temperaturereflux
  4. filtrationthe resulting precipitate was collected by filtration under reduced pressure

Sources & evidence

ORD record
ord-ec24c2e116e1421c8f08403c88e4ec6e
Source dataset
uspto-grants-2001_02
Patent number
US06184180B2

Reaction notes

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