Potassium Carbonate → 3-[4-(3-Diethylaminopropoxy)benzoyl]-2-phenylbenzofuran

HRID 268341Notes

Reaction equation

HRID 268341 reaction equation
[OH:1][C:2]1[CH:24]=[CH:23][C:5]([C:6]([C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[O:10][C:9]=2[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[O:7])=[CH:4][CH:3]=1.[CH2:25]([N:27]([CH2:32][CH3:33])[CH2:28][CH2:29][CH2:30]Cl)[CH3:26].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:25]([N:27]([CH2:32][CH3:33])[CH2:28][CH2:29][CH2:30][O:1][C:2]1[CH:3]=[CH:4][C:5]([C:6]([C:8]2[C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=3[O:10][C:9]=2[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[O:7])=[CH:23][CH:24]=1)[CH3:26]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 669183-Chloropropyl(diethyl)amineHCID 13264991(4-Hydroxyphenyl)(2-phenyl-1-benzofuran-3-yl)methanone

Product 1

HCID 214353243-[4-(3-Diethylaminopropoxy)benzoyl]-2-phenylbenzofuran

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A mixture of 6.2 g. (19.7 mmol.) of 3-(4-hydroxybenzoyl)-2-phenylbenzofuran, 2.95 g. (19.7 mmol.) of 3-diethylaminopropyl chloride and 10.9 g. (0.079 mol.) of potassium carbonate in 300 ml. of acetone is refluxed for 12 hours. After cooling, the mixture is filtered and the filtrate is concentrated to give the title compound.

Workup

  1. additionA mixture of 6.2 g
  2. temperatureAfter cooling
  3. filtrationthe mixture is filtered
  4. concentrationthe filtrate is concentrated

Sources & evidence

ORD record
ord-21a6236886e0486aa90d683e2b7bb6ab
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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