Bromine → 4-Bromophthalic anhydride

HRID 1088441Notes

Reaction equation

HRID 1088441 reaction equation
Cl[C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1.[Br:13]Br>ClC1C=CC=CC=1.[Fe]>[Br:13][C:2]1[CH:3]=[C:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[C:5]2=[CH:11][CH:12]=1

Participants

5

Reactant 2

HCID 24408Bromine3×HCID 670444-Chlorophthalic anhydride2×

Product 1

HCID 665904-Bromophthalic anhydride

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 7964ChlorobenzeneSolvent

Conditions

Temperature
110 °C

Procedure

36.5 grams of 4-chlorophthalic anhydride were dissolved in 5.5 grams of chlorobenzene. The mixture was heated to 110° C. 0.029 grams of iron powder was added and 10 grams of bromine were added over a three hour period. The reaction temperature was increased to 135° C. and another 5 grams of bromine were added. The reaction mixture was then heated to 165° C. and another 6.2 grams of bromine were added. The mixture was analyzed by a gas chromatographic method and it was found that the 4-chlorophthalic anhydride had not reacted to form 4-bromophthalic anhydride.

Workup

  1. temperatureThe reaction temperature was increased to 135° C.
  2. temperatureThe reaction mixture was then heated to 165° C.
  3. customhad not reacted

Sources & evidence

ORD record
ord-dae9c08f9f4d4cd2aaec32ecdffc54c3
Source dataset
uspto-grants-1990_10
Patent number
US04962206

Reaction notes

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