Ethanol → HCID 19907411, compound

HRID 2371559Notes

Reaction equation

HRID 2371559 reaction equation
[CH2:1]([N:3]([CH2:31][CH3:32])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][C:12]1[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][N:26]([CH2:29][CH3:30])[CH2:27][CH3:28])=[CH:14][CH:13]=1)[CH3:2].[CH2:33]([I:35])[CH3:34].[CH2:36](O)[CH3:37]>>[I-:35].[I-:35].[CH2:29]([N+:26]([CH2:33][CH3:34])([CH2:27][CH3:28])[CH2:25][CH2:24][CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][C:15]1[CH:14]=[CH:13][C:12]([CH2:11][CH2:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][N+:3]([CH2:36][CH3:37])([CH2:1][CH3:2])[CH2:31][CH3:32])=[CH:17][CH:16]=1)[CH3:30]

Participants

4

Reactant 3

HCID 702EthanolHCID 6340IodoethaneHCID 19907349HCID 19907349, compound

Product 1

HCID 19907411HCID 19907411, compound

Procedure

To a solution of 223 mg of 1,4-bis(8-diethylaminooctyl)benzene in 1 ml of ethanol was added 0.40 ml of ethyl iodide, and the mixture was refluxed for 2 hours, concentrated under a reduced pressure and further dried under reduced pressure. To the residue was added 3 ml of ethyl acetate to solidify the residue. To the solid was added 3 ml of acetone and the whole was stirred for 10 minutes and filtered. The resulting crystal was washed with ethyl acetate and n-hexane, and dried under a reduced pressure to obtain 315 mg of the title compound as a yellow crystal.

Workup

  1. temperaturethe mixture was refluxed for 2 hours
  2. concentrationconcentrated under a reduced pressure
  3. customfurther dried under reduced pressure
  4. additionTo the residue was added 3 ml of ethyl acetate
  5. additionTo the solid was added 3 ml of acetone
  6. filtrationfiltered
  7. washThe resulting crystal was washed with ethyl acetate and n-hexane
  8. customdried under a reduced pressure

Sources & evidence

ORD record
ord-d26d2ec401f1461aba6abf4db313a79f
Source dataset
uspto-grants-1992_03
Patent number
US05093370

Reaction notes

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