Iodoethane → HCID 42635716, compound

HRID 1972138Notes

Reaction equation

HRID 1972138 reaction equation
[C:1]([N:20]1[CH:24]=[C:23]([CH:25]2[C:33](=[O:34])[C:32]3[C:27](=[CH:28][CH:29]=[CH:30][CH:31]=3)[C:26]2=[O:35])[N:22]=[CH:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:42](I)[CH3:43]>CC(C)=O>[CH2:42]([C:25]1([C:23]2[N:22]=[CH:21][N:20]([C:1]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[C:8]3[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=3)[CH:24]=2)[C:26](=[O:35])[C:27]2[C:32](=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:33]1=[O:34])[CH3:43]

Participants

5

Reactant 3

HCID 6340IodoethaneHCID 11430Potassium CarbonateHCID 42635546HCID 42635546, compound

Product 1

HCID 42635716HCID 42635716, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
20 °C

Procedure

The intermediate 2-(1-Trityl-1H-imidazole-4-yl)indan-1,3-dione (79.4 g, 0.175 mol), potassium carbonate (72.5 g, 0.875 mol) and ethyl iodide (71 mL, 0.522 mol) were added to stirred acetone (1300 mL) in a 4-liter glass reactor, fitted with a mechanical stirrer, a thermometer and a reflux condenser. The reaction mixture was heated to reflux for 7 hours, then cooled to 20° C. and filtered. The inorganic residue on the filter was washed with acetone. The filtrate was concentrated in vacuo and poured into water.

Workup

  1. customfitted with a mechanical stirrer
  2. temperatureThe reaction mixture was heated
  3. temperatureto reflux for 7 hours
  4. filtrationfiltered
  5. washThe inorganic residue on the filter was washed with acetone
  6. concentrationThe filtrate was concentrated in vacuo
  7. additionpoured into water

Sources & evidence

ORD record
ord-b0494b22698c4acf9018f8460cfcc9a1
Source dataset
uspto-grants-2013_04
Patent number
US08431717B2

Reaction notes

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