Water → HCID 15086604, compound

HRID 359088Notes

Reaction equation

HRID 359088 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:22]=[CH:21][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.C(=O)(O)[O-].[Na+].[CH2:28](I)[CH3:29].O>CN(C=O)C.C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]([CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:14]=[CH:15][C:16]([C:17]([O:19][CH3:20])=[O:18])=[CH:21][CH:22]=2)[CH2:28][CH3:29])=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 962WaterHCID 6340IodoethaneHCID 516892Sodium BicarbonateHCID 14882805HCID 14882805, compound

Product 1

HCID 15086604HCID 15086604, compound

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
100 °C

Procedure

Methyl 4-[3-[N-(4-chlorophenyl)amino]propoxy]benzoate (1.2 g) and sodium bicarbonate (1.58 g) were dissolved and suspended in DMF (10 ml), and ethyl iodide (1.52 ml) was added thereto. The mixture was heated with stirring at 100° C. for 11 hours, and cooled. Water and ethyl acetate were added thereto and the mixture was separated into layers. The organic layer was washed with water 3 times, and concentrated under reduced pressure to give the oily desired product (1.38 g).

Workup

  1. temperatureThe mixture was heated
  2. temperaturecooled
  3. customthe mixture was separated into layers
  4. washThe organic layer was washed with water 3 times
  5. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-71b74b9438ba411fbdff678077d5c6d6
Source dataset
uspto-grants-1991_03
Patent number
US04999378

Reaction notes

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