Sodium Iodide → HCID 69207685, compound

HRID 2251331Notes

Reaction equation

HRID 2251331 reaction equation
Cl[CH2:2][C:3]1[C:4]([C:11]2[C:16]([Cl:17])=[CH:15][CH:14]=[CH:13][C:12]=2[Cl:18])=[N:5][O:6][C:7]=1[CH:8]([CH3:10])[CH3:9].[CH3:19][C:20]1[CH:25]=[C:24]([OH:26])[CH:23]=[CH:22][C:21]=1[C:27]([CH3:29])=[O:28].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CC(C)=O>[Cl:18][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]([Cl:17])[C:11]=1[C:4]1[C:3]([CH2:2][O:26][C:24]2[CH:23]=[CH:22][C:21]([C:27](=[O:28])[CH3:29])=[C:20]([CH3:19])[CH:25]=2)=[C:7]([CH:8]([CH3:10])[CH3:9])[O:6][N:5]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 701334-Hydroxy-2-methylacetophenoneHCID 592648754-(Chloromethyl)-3-(2,6-dichlorophenyl)-5-isopropylisoxazole

Product 1

HCID 69207685HCID 69207685, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 4-(chloromethyl)-3-(2,6-dichlorophenyl)-5-isopropylisoxazole (104 mg, 340 μmol), 2-methyl-4hydroxyacetophenone (50 mg, 330 μmol), potassium carbonate (45 mg, 320 μmol), sodium iodide (9.9 mg, 66 μmol) in acetone (2.2 mL) was refluxed for 5 h. The reaction was filtered over a plug of silica gel, rinsed with ethyl acetate and condensed to a residue. Yield=138 mg (100%) of 1-(4-{[3-(2,6-dichlorophenyl)-5-isopropylisoxazol-4-yl]methoxy}-2-methylphenyl)ethanone.

Workup

  1. temperaturewas refluxed for 5 h
  2. filtrationThe reaction was filtered over a plug of silica gel
  3. washrinsed with ethyl acetate and condensed to a residue

Sources & evidence

ORD record
ord-3526edd62e9841edac0bdc2324c844dd
Source dataset
uspto-grants-2008_01
Patent number
US07319109B2

Reaction notes

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