Chlorohydroxy benzophenone → 5-Chloro-2-Hydroxy-3-Iodobenzophenone

HRID 328993Notes

Reaction equation

HRID 328993 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:16])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8].C([O-])(=O)C.[Na+].[I:22]Cl.S(=O)(O)[O-].[Na+]>O.C(O)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([I:22])[C:5]([OH:16])=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8]

Participants

7

Reactant 4

HCID 6799Chlorohydroxy benzophenoneHCID 24640Iodine chlorideHCID 517045Sodium AcetateHCID 23665763Sodium Bisulfite

Product 1

HCID 203618625-Chloro-2-Hydroxy-3-Iodobenzophenone

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

Add 5-chloro-2-hydroxybenzophenone (23.2 g., 0.1 mole) to acetic acid (150 ml.) and sodium acetate (9.3 g., 0.11 mole). Treat the mixture with iodine monochloride (16.5 g., 0.1 mole) and warm in a bath at 70°-85° for one hour. Cool and add 20 ml. of sodium bisulfite solution and then more water. After stirring for five minutes, collect and dry the title compound; m.p. 110°-111° C.

Workup

  1. temperaturewarm in a bath at 70°-85° for one hour
  2. temperatureCool
  3. additionadd 20 ml
  4. customcollect
  5. dry with materialdry the title compound

Sources & evidence

ORD record
ord-d073d9e863944d788a7b2ccb6ed78964
Source dataset
uspto-grants-1977_04
Patent number
US04018893

Reaction notes

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