Thionyl Chloride → 1,3,5-Trichloro-2-(2-chloroethoxy)benzene

HRID 1535043Notes

Reaction equation

HRID 1535043 reaction equation
[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]([Cl:13])[C:3]=1[O:4][CH2:5][CH2:6]O.S(Cl)([Cl:16])=O>[Cl-].C([N+](C)(C)C)C1C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:11]=[C:10]([Cl:12])[CH:9]=[C:8]([Cl:13])[C:3]=1[O:4][CH2:5][CH2:6][Cl:16]

Participants

5

Reactant 2

HCID 24386Thionyl ChlorideHCID 963432-(2,4,6-Trichlorophenoxy)ethan-1-ol

Product 1

HCID 112769591,3,5-Trichloro-2-(2-chloroethoxy)benzene

Reagents, catalysts & solvents 2

HCID 5963Benzyltrimethylammonium chlorideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

reacting the 2-(2,4,6-trichlorophenoxy)-ethanol with thionyl chloride in the presence of benzyl-trimethyl ammonium chloride in a ratio of 1:60 by weight at a temperature of from 50° C. to 80° C. in the presence of carbon tetrachloride as solvent to form 2-(2,4,6-trichlorophenoxy)-ethyl chloride; and

Workup

  1. customof from 50° C. to 80° C.

Sources & evidence

ORD record
ord-dd378f618ef64a35ba6872b404d402f1
Source dataset
uspto-grants-1992_02
Patent number
US05091578

Reaction notes

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