Potassium Carbonate → HCID 66808423, compound

HRID 883921Notes

Reaction equation

HRID 883921 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](Br)[CH3:9])=[CH:4][CH:3]=1.[Cl:11][C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:13]=1[N+:19]([O-:21])=[O:20].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([O:18][C:15]2[CH:16]=[CH:17][C:12]([Cl:11])=[C:13]([N+:19]([O-:21])=[O:20])[CH:14]=2)[CH3:9])=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 691274-Chloro-3-nitrophenolHCID 98381461-Bromo-4-(1-bromoethyl)benzene

Product 1

HCID 66808423HCID 66808423, compoundYield 92.2%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

The product from Example 44A (995 mg, 3.77 mmol) was reacted with 4-chloro-3-nitro-phenol (650 mg, 3.77 mmol) in 15 mL of DMF with K2CO3 (10.4 g, 3.77 mmol) at 80° C. for 3 h. Cooled to room temperature and diluted with water. Extracted with CH2Cl2, washed four times with water. Dried over Na2SO4, filtered and concentrated under vacuum giving the title compound (1.24 g, 92%).

Workup

  1. extractionExtracted with CH2Cl2
  2. washwashed four times with water
  3. dry with materialDried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-01ea14048f1e47a8be43e546416167ed
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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