Potassium Iodide → HCID 66960794, compound

HRID 1362614Notes

Reaction equation

HRID 1362614 reaction equation
Cl[CH2:2][C:3](=[O:5])[CH3:4].[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13]C(=O)C(F)(F)F)=[C:9](OC)[CH:8]=1.[C:22](=[O:25])([O-])[O-].[Cs+].[Cs+].[I-].[K+]>O.CN(C=O)C>[Br:6][C:7]1[CH:12]=[CH:11][C:10]([NH:13][CH2:2][C:3](=[O:5])[CH3:4])=[C:9]([O:25][CH3:22])[CH:8]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 6571ChloroacetoneHCID 10796Cesium carbonateHCID 77058978HCID 77058978, compound

Product 1

HCID 66960794HCID 66960794, compoundYield 89.8%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

Chloroacetone (20 g) was added dropwise to a DMF (160 mL) suspension of N-(4-bromo-2-methoxyphenyl)-2,2,2-trifluoroacetamide (32.4 g), cesium carbonate (71 g) and potassium iodide (1.8 g), and the reaction solution was agitated at room temperature for 2 hours. Then, The reaction solution was stirred for 1 hour and iced water was added thereto. Crystals deposited were separated by filtering. The obtained crystal was suspended in methanol (360 mL) and 2N sodium hydroxide solution (55 mL), and the suspension was agitated for 30 minutes. An iced water was added thereto. Crystals deposited were separated by filtering, and air-dried overnight. 25.2 g of the title compound was obtained.

Workup

  1. stirringThen, The reaction solution was stirred for 1 hour
  2. customCrystals deposited were separated
  3. filtrationby filtering
  4. stirring2N sodium hydroxide solution (55 mL), and the suspension was agitated for 30 minutes
  5. additionAn iced water was added
  6. customCrystals deposited were separated
  7. filtrationby filtering
  8. customair-dried overnight

Sources & evidence

ORD record
ord-e53ed03799d144409a28bc7e4a6199e9
Source dataset
uspto-grants-2011_02
Patent number
US07880009B2

Reaction notes

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