Dimethoxymethane → HCID 19362524, compound

HRID 850262Notes

Reaction equation

HRID 850262 reaction equation
[Al+3].[Cl-:2].[Cl-].[Cl-].[CH3:5]OCOC.[CH3:10][S:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[S:18][CH3:19]>ClCCCl>[CH3:10][S:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:5][Cl:2])=[CH:14][C:13]=1[S:18][CH3:19]

Participants

5

Reactant 3

HCID 8020DimethoxymethaneHCID 1375751,2-Bis(methylsulfanyl)benzeneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 19362524HCID 19362524, compoundYield 55.3%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

46 g (0.343 mol) of AlCl3 are suspended in 200 ml of 1,2-dichloroethane and, at 0° C., 9.1 g (0.12 mol) of formaldehyde dimethylacetal are added. Then 17.0 g (0.1 mol) of 1,2-bis-(methylthio)benzene are added dropwise and the suspension is heated to room temperature. When the starting material can no longer be detected by GC analysis, the solution is poured into ice/water and the organic phase is separated off and dried over magnesium sulfate. When the solvent has been distilled off, 12.1 g (55%) of 1,2-bis(methylthio)-4-chloromethyl-benzene are obtained in the form of a yellow oil. The 1H-NMR spectrum (CDCl3) of the compound is consistent with the suggested structure: 7.17-7.13, s and d, 3 aromatic H; 4.52, s, 2H; 2.44, s, CH3S and 2.43, s, CH3S.

Workup

  1. customthe organic phase is separated off
  2. dry with materialdried over magnesium sulfate
  3. distillationWhen the solvent has been distilled off

Sources & evidence

ORD record
ord-7aa8a857cd1c43399926db7418297e15
Source dataset
uspto-grants-2000_01
Patent number
US06017675

Reaction notes

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