Sodium Chloride → HCID 67586537, compound

HRID 1417930Notes

Reaction equation

HRID 1417930 reaction equation
Cl.[CH3:2][N:3]([CH2:5][CH2:6][O:7][C:8]1([I:14])[CH:13]=[CH:12][CH:11]=[CH:10][CH2:9]1)[CH3:4].[OH-].[Na+].[Na+].[Cl-]>O>[CH3:4][N:3]([CH2:5][CH2:6][O:7][C:8]1([I:14])[CH:9]=[CH:10][CH:11]=[CH:12][CH2:13]1)[CH3:2]

Participants

5

Reactant 3

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 67586536HCID 67586536, compound

Product 1

HCID 67586537HCID 67586537, compoundYield 66.5%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

p-N,N-dimethylaminoethoxy 4-iodobenzene hydrogen chloride (11 g, 33.6 mmol) was dissolved in 300 ml of water. The solution was neutralized with NaOH and saturated with NaCl. The mixture was then extracted with toluene (100 ml×4) and the combined extract was washed with brine and dried over MgSO4. The solution was filtered and evaporated to give 6.5 g of p-N,N-dimethylaminoethoxy 4-iodobenzene.(yield 66.5%). 1H NMR (CDCl3): δppm 2.32 (6H,s), 2.71 (2H, t, J=7.2 Hz), 4.01 (2H,t,J=7.2 Hz), 6.69 (2H,d,J=8.0 Hz), 7.53 (2H,d,J=8.0 Hz).

Workup

  1. extractionThe mixture was then extracted with toluene (100 ml×4)
  2. extractionthe combined extract
  3. washwas washed with brine
  4. dry with materialdried over MgSO4
  5. filtrationThe solution was filtered
  6. customevaporated

Sources & evidence

ORD record
ord-0e43203262214025a2a79b6c4673e717
Source dataset
uspto-grants-1999_03
Patent number
US05879894

Reaction notes

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