Benzoyl Peroxide → 1-Chloro-2-(chloromethyl)-3-fluorobenzene

HRID 414093Notes

Reaction equation

HRID 414093 reaction equation
[Cl:1][C:2]1[C:7]([CH3:8])=[C:6]([F:9])[CH:5]=[CH:4][CH:3]=1.S(Cl)([Cl:13])(=O)=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>>[Cl:1][C:2]1[C:7]([CH2:8][Cl:13])=[C:6]([F:9])[CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 7187Benzoyl PeroxideHCID 99332-Chloro-6-fluorotolueneHCID 24648Sulfuryl chloride

Product 1

HCID 1086751-Chloro-2-(chloromethyl)-3-fluorobenzene

Procedure

The starting material may be prepared as follows: A mixture of 98 g (0.678 mole) of 6-chloro-2-fluorotoluene, 91.5 g (0.678 mole) of sulfuryl chloride and 0.2 g of dibenzoyl peroxide is stirred for 3 hours at 100°-110° C. and then distilled, affording 6-chloro-2-fluorobenzyl chloride with a boiling point in the range from 78°-82° C.

Workup

  1. customThe starting material may be prepared
  2. distillationdistilled

Sources & evidence

ORD record
ord-4b91bd34267c42739eb7184dafbe1c6f
Source dataset
uspto-grants-1988_12
Patent number
US04789680

Reaction notes

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