Diethylamine → 3-[4-(4-Diethylaminobutoxy)benzoyl]-2-phenylbenzofuran

HRID 268345Notes

Reaction equation

HRID 268345 reaction equation
Br[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:29]=[CH:28][C:10]([C:11]([C:13]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[O:15][C:14]=2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:12])=[CH:9][CH:8]=1.[CH2:30]([NH:32][CH2:33][CH3:34])[CH3:31]>C(O)C>[CH2:30]([N:32]([CH2:33][CH3:34])[CH2:2][CH2:3][CH2:4][CH2:5][O:6][C:7]1[CH:29]=[CH:28][C:10]([C:11]([C:13]2[C:17]3[CH:18]=[CH:19][CH:20]=[CH:21][C:16]=3[O:15][C:14]=2[C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)=[O:12])=[CH:9][CH:8]=1)[CH3:31]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 214352643-[4-(4-Bromobutoxy)benzoyl]-2-phenylbenzofuran

Product 1

HCID 214352913-[4-(4-Diethylaminobutoxy)benzoyl]-2-phenylbenzofuran

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

3-[4-(4-Bromobutoxy)benzoyl]-2-phenylbenzofuran (13.0 g., 0.029 mol.) is dissolved in 75 ml. of ethanol containing 8 ml. of diethylamine and refluxed for 24 hours. The solvent is removed under reduced pressure and the residue is dissolved in ether. The ethereal solution is extracted with 5% aqueous sodium hydroxide, water and saturated aqueous sodium chloride solution, dried (MgSO4) and concentrated to give the title compound.

Workup

  1. customThe solvent is removed under reduced pressure
  2. dissolutionthe residue is dissolved in ether
  3. extractionThe ethereal solution is extracted with 5% aqueous sodium hydroxide, water and saturated aqueous sodium chloride solution
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1725ed17740e4453916b5fc96677777d
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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