Water → 5-Hydroxy-2-iodobenzonitrile

HRID 2236471Notes

Reaction equation

HRID 2236471 reaction equation
[OH:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[C:5]#[N:6].[I:10]Cl.O>C(O)(=O)C>[OH:1][C:2]1[CH:9]=[CH:8][C:7]([I:10])=[C:4]([CH:3]=1)[C:5]#[N:6]

Participants

5

Reactant 3

HCID 962WaterHCID 133943-CyanophenolHCID 24640Iodine chloride

Product 1

HCID 686960525-Hydroxy-2-iodobenzonitrileYield 7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

3-Hydroxy-benzonitrile (15 g, 0.126 mol) and iodine monochloride (28 g, 0.172 mol) is heated in acetic acid for 15 hours at 45° C. H2O is added to precipitate the product out. After the precipitate is collected and washed with Na2SO3, the residue is chromatographed with chloroform to get the product (2 g, 7%).

Workup

  1. customto precipitate the product out
  2. customAfter the precipitate is collected
  3. washwashed with Na2SO3
  4. customthe residue is chromatographed with chloroform

Sources & evidence

ORD record
ord-1733c676e0dd47669e1663e3ec4744ff
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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