Potassium Iodide → HCID 86613085, compound

HRID 1869145Notes

Reaction equation

HRID 1869145 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([O:8][CH2:9][CH:10]=[C:11]([Cl:13])[Cl:12])[CH:5]=[C:4]([Cl:14])[C:3]=1[O:15][CH2:16][C:17]([CH2:19]Cl)=[CH2:18].[CH3:21][C:22]([C:24]1[CH:25]=[CH:26][C:27]([OH:30])=[CH:28][CH:29]=1)=[O:23].C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>C(#N)C>[Cl:14][C:4]1[CH:5]=[C:6]([O:8][CH2:9][CH:10]=[C:11]([Cl:12])[Cl:13])[CH:7]=[C:2]([Cl:1])[C:3]=1[O:15][CH2:16][C:17](=[CH2:18])[CH2:19][O:30][C:27]1[CH:28]=[CH:29][C:24]([C:22](=[O:23])[CH3:21])=[CH:25][CH:26]=1

Participants

6

Reactant 4

HCID 4875Potassium IodideHCID 74694'-HydroxyacetophenoneHCID 11430Potassium CarbonateHCID 86613084HCID 86613084, compound

Product 1

HCID 86613085HCID 86613085, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
80 °C

Procedure

1.6 g of 1,3-dichloro-2-(2-chloromethyl-allyloxy)-5-(3,3-dichloro-allyloxy)-benzene and 686 mg of 4-hydroxyacetophenone are introduced into 25 ml of acetonitrile. 1.7 g of potassium carbonate and 50 mg of potassium iodide are then added and the mixture is stirred for 3 hours at 80° C. The reaction mixture is filtered and the filtrate is concentrated. After purification over silica gel, 1-(4-{2-[2,6-dichloro-4-(3,3-dichloro-allyloxy)-phenoxymethyl]-allyloxy}-phenyl)-ethanone is obtained.

Workup

  1. filtrationThe reaction mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customAfter purification over silica gel

Sources & evidence

ORD record
ord-271e895a554a44d29a60f56a5f257c3b
Source dataset
uspto-grants-2009_12
Patent number
US07638514B2

Reaction notes

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