1,2-Dichloroethane → 4,5-Dichloro-2-(4-chlorophenoxy)anisole

HRID 894903

Reaction equation

HRID 894903 reaction equation
[Cl:1]Cl.[O:3]([C:10]1[CH:15]=CC=[CH:12][C:11]=1[O:16][CH3:17])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Cl:18][CH2:19][CH2:20][Cl:21]>>[Cl:18][C:19]1[C:20]([Cl:21])=[CH:12][C:11]([O:16][CH3:17])=[C:10]([O:3][C:4]2[CH:9]=[CH:8][C:7]([Cl:1])=[CH:6][CH:5]=2)[CH:15]=1

Participants

4

Reactant 3

HCID 111,2-DichloroethaneHCID 24526ChlorineHCID 2487582-Methoxyphenyl phenyl ether

Product 1

HCID 205749064,5-Dichloro-2-(4-chlorophenoxy)anisole

Procedure

With stirring, 11.5 g of chlorine are introduced at room temperature into a solution of 8 g of 2-phenoxyanisole in 85 ml of 1,2-dichloroethane in the course of 20 minutes. The reaction mixture is then stirred for 30 minutes at room temperature. The solvent is removed by evaporation and the crystalline residue is recrystallised from methanol, affording 4,5-dichloro-2-(4-chlorophenoxy)anisole in the form of white crystals with a melting point of 105°-106° C.

Workup

  1. stirringThe reaction mixture is then stirred for 30 minutes at room temperature
  2. customThe solvent is removed by evaporation
  3. customthe crystalline residue is recrystallised from methanol

Sources & evidence

ORD record
ord-88182dad8232413f987ba9bd5162f0e6
Source dataset
uspto-grants-1981_08
Patent number
US04284828

Linked notes

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