Dipropylamine → HCID 10738132, compound

HRID 2397059Notes

Reaction equation

HRID 2397059 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[C:4]([CH2:17][CH2:18][CH2:19]Cl)[CH:3]=1.[CH2:21]([NH:24][CH2:25][CH2:26][CH3:27])[CH2:22][CH3:23]>C(Cl)Cl>[CH2:21]([N:24]([CH2:19][CH2:18][CH2:17][C:4]1[CH:3]=[C:2]([Cl:1])[CH:7]=[CH:6][C:5]=1[O:8][CH2:9][CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)[CH2:25][CH2:26][CH3:27])[CH2:22][CH3:23]

Participants

4

Reactant 2

HCID 8902DipropylamineHCID 10495070HCID 10495070, compound

Product 1

HCID 10738132HCID 10738132, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
120 °C

Procedure

To 604 mg of the crude 4-chloro-2-(3-chloropropyl)-1-(2-phenylethoxy)benzene, was added 5 ml of di-n-propylamine and the resulting mixture was stirred at 120° C. for 39 hours. After diluting with methylene chloride, the mixture was successively washed with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate. After evaporation of the solvent under reduced pressure, the obtained residue was subjected to silica gel column chromatography (developing solvent; ethyl acetate:n-hexane =1:5) to give 0.50 g of N,N-di-n-propyl-3-[5-chloro-2-(2-phenylethoxy)phenyl]propylamine.

Workup

  1. washthe mixture was successively washed with a saturated aqueous solution of sodium hydrogencarbonate
  2. dry with materiala saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate
  3. customAfter evaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-4fdee473e5b54a5682e8b4c8cf274d50
Source dataset
uspto-grants-1996_02
Patent number
US05495046

Reaction notes

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