Water → HCID 21242813, compound

HRID 621643Notes

Reaction equation

HRID 621643 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].CO[CH2:7][Cl:8].[F:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[C:12]([S:17][CH3:18])[CH:11]=1.O>C(=S)=S>[Cl:8][CH2:7][C:15]1[C:10]([F:9])=[CH:11][C:12]([S:17][CH3:18])=[C:13]([CH3:16])[CH:14]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7864Chloromethyl Methyl EtherHCID 6451240Aluminum(III) ChlorideHCID 21242814HCID 21242814, compound

Product 1

HCID 21242813HCID 21242813, compound

Reagents, catalysts & solvents 1

HCID 6348Carbon DisulfideSolvent

Procedure

To a suspension of aluminum chloride (29 g) in carbon disulfide (300 ml) is added chloromethyl methyl ether (17 ml), and the mixture is stirred for 30 minutes. To the mixture is added 4-fluoro-2-methylthiotoluene (17.2 g), and the mixture is stirred at room temperature for 2 hours. To the reaction mixture is added water, and the mixture is extracted with diethyl ether. The extract is washed with water, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give 5-chloromethyl-4-fluoro-2methylthiotoluene (21 g).

Workup

  1. stirringthe mixture is stirred at room temperature for 2 hours
  2. extractionthe mixture is extracted with diethyl ether
  3. washThe extract is washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-fffe352030ed4fa99acaf1703d087219
Source dataset
uspto-grants-1989_04
Patent number
US04824834

Reaction notes

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