Chlorine → 4-Chlorophthalic anhydride

HRID 359918Notes

Reaction equation

HRID 359918 reaction equation
[Cl:1][C:2]1[CH2:3][CH:4]2[C:9](=[O:10])[O:8][C:6](=[O:7])[CH:5]2[CH2:11][CH:12]=1.ClCl>>[Cl:1][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

3

Reactant 2

HCID 24526ChlorineHCID 857655-Chloro-3a,4,7,7a-tetrahydro-2-benzofuran-1,3-dione

Product 1

HCID 670444-Chlorophthalic anhydrideYield 12%

Conditions

Temperature
200 °C

Procedure

To a three necked 50 ml round bottom flask, fitted with a stirrer, gas inlet tube and connected to a trap system, for recovery of products, was placed 20.38 g of 4-chloro-1,2,3,6-tetrahydrophthalic anhydride. The reactor was heated to 200° C. and illuminated with a 15 watt black, blue bulb (GE F15T8-BLB) with a transmission range of 300-400 nm and a maximum at 375 nm. An excess flow of chlorine was begun and the reaction continued for 8 hours. The reactor was purged with nitrogen and sampled. A 12% yield of 4-chlorophthalic anhydride was obtained.

Workup

  1. customTo a three necked 50 ml round bottom flask, fitted with a stirrer, gas inlet tube
  2. customconnected to a trap
  3. customilluminated with a 15 watt black
  4. customThe reactor was purged with nitrogen
  5. aliquotsampled

Sources & evidence

ORD record
ord-aa08a47403c7490f80d1e5a2b52b64f6
Source dataset
uspto-grants-1991_03
Patent number
US05003088

Reaction notes

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