Bromine → 2-(Bromomethyl)-3-chloro-1,4-difluorobenzene

HRID 868268Notes

Reaction equation

HRID 868268 reaction equation
[Br:1]Br.[Cl:3][C:4]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([F:11])[C:5]=1[CH3:12]>C(Cl)(Cl)(Cl)Cl.[W]>[Cl:3][C:4]1[C:9]([F:10])=[CH:8][CH:7]=[C:6]([F:11])[C:5]=1[CH2:12][Br:1]

Participants

5

Reactant 2

HCID 24408BromineHCID 132515132-Chloro-1,4-difluoro-3-methylbenzene

Product 1

HCID 27735492-(Bromomethyl)-3-chloro-1,4-difluorobenzeneYield 81.9%

Reagents, catalysts & solvents 2

HCID 23964TungstenCatalystHCID 5943Carbon TetrachlorideSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of bromine (24.4 g) in carbon tetrachloride (50 ml) was added slowly over a period of 2 hours 45 minutes to a vigorously stirred solution of 2-chloro-3,6-difluorotoluene (24.4 g) in carbon tetrachloride (150 ml) irradicated by a 200 watt tungsten lamp maintained at 0° C. The solvent was removed by evaporation under reduced pressure and the residual oil distilled to yield 2-chloro-3,6-difluorobenzyl bromide (29.7 g) b.p 96°-101°/0.7 cm Hg

Workup

  1. customThe solvent was removed by evaporation under reduced pressure
  2. distillationthe residual oil distilled

Sources & evidence

ORD record
ord-19a83f156ab6437ba2e73938c0d0f678
Source dataset
uspto-grants-1988_10
Patent number
US04778822

Reaction notes

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