Iodoethane → HCID 11724054, compound

HRID 327397Notes

Reaction equation

HRID 327397 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][C:12]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[NH:19][CH2:18][CH2:17]3)=[O:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[CH2:23](I)[CH3:24].C(=O)([O-])[O-].[K+].[K+]>C(O)C>[C:1]([N:4]1[CH2:9][CH2:8][CH:7]([CH2:10][CH2:11][C:12]([C:14]2[CH:15]=[C:16]3[C:20](=[CH:21][CH:22]=2)[N:19]([CH2:23][CH3:24])[CH2:18][CH2:17]3)=[O:13])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 10334985HCID 10334985, compound

Product 1

HCID 11724054HCID 11724054, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 10 ml of ethanol were dissolved 0.8 g of 5-[3-(1-acetylpiperidin-4-yl)-1-oxopropyl]-2,3-dihydro-1H-indole, 2.1 g of ethyl iodide and 0.5 g of potassium carbonate and the solution was refluxed for 24 hours. The solid matter and the solvent were removed and the residue was purified by column chromatography (eluent: ethyl acetate: methanol=20:1) to give 0.85 g of the title compound as a pale yellow oil.

Workup

  1. temperaturethe solution was refluxed for 24 hours
  2. customThe solid matter and the solvent were removed
  3. customthe residue was purified by column chromatography (eluent: ethyl acetate: methanol=20:1)

Sources & evidence

ORD record
ord-98666545ddcc421b8ad09e132cf4796b
Source dataset
uspto-grants-1993_12
Patent number
US05273974

Reaction notes

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