Potassium Iodide → HCID 11722548, compound

HRID 1874072Notes

Reaction equation

HRID 1874072 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([F:9])[CH:3]=1.Cl.Cl[CH2:12][CH2:13][N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:12][CH2:13][N:14]2[CH2:19][CH2:18][O:17][CH2:16][CH2:15]2)=[C:4]([F:9])[CH:3]=1

Participants

7

Reactant 4

HCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 77210Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1)HCID 27249814-Bromo-2-fluorophenol

Product 1

HCID 11722548HCID 11722548, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Conditions

Temperature
65 °C

Procedure

4-Bromo-2-fluorophenol (16.7 g, 87.4 mmol) is dissolved in 100 mL DMF. N-(2-Chloro-ethyl)morpholine hydrochloride (18.5 g, 99.4 mmol), potassium carbonate (28.0 g, 203 mmol) and potassium iodide (100 mg, 0.602 mmol) are added and the reaction mixture is stirred for 3 h at 65° C. The reaction mixture is poured in water and extracted with ethyl acetate. The combined organic phases are washed with water and brine, dried over magnesium sulfate and concentrated in vacuo. Yield: 27.7 g.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe combined organic phases are washed with water and brine
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ba9bebfdaffe473092afae5018c9c99e
Source dataset
uspto-grants-2012_11
Patent number
US08304556B2

Reaction notes

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