m-Fluorotoluene → 2,4-Dichloro-5-fluorotoluene

HRID 2260039Notes

Reaction equation

HRID 2260039 reaction equation
[F:1][C:2]1[C:3]([Cl:10])=[C:4](C)[C:5]([Cl:8])=[CH:6][CH:7]=1.F[C:12]1C=C(C)C=CC=1.FC1C=C(C)C(Cl)=CC=1.FC1C=C(C)C=CC=1Cl>>[F:1][C:2]1[CH:7]=[C:6]([CH3:12])[C:5]([Cl:8])=[CH:4][C:3]=1[Cl:10]

Participants

5

Reactant 4

HCID 9606m-FluorotolueneHCID 1184752-Chloro-5-fluorotolueneHCID 27365904-Chloro-3-fluorotolueneHCID 11830014HCID 11830014, compound

Product 1

HCID 27581142,4-Dichloro-5-fluorotoluene

Procedure

3-Fluoro-4,6-dichlorotoluene is prepared with reduced formation of 3-fluoro-2,6-dichlorotoluene by chlorinating 3-fluorotoluene in the presence of a catalyst system to give a mixture containing 3-fluoro-6-chlorotoluene and 3-fluoro-4-chlorotoluene and chlorinating this in the presence of another catalyst system to give 3-fluoro-4,6-dichlorotoluene.

Workup

  1. customto give a mixture

Sources & evidence

ORD record
ord-2cb82142fc9d48358ae049a96f189f35
Source dataset
uspto-grants-1995_12
Patent number
US05475164

Reaction notes

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