Methyl iodide → HCID 20352633, compound

HRID 371992Notes

Reaction equation

HRID 371992 reaction equation
[C:1]1([CH:7]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[N:8]2[CH2:13][CH2:12][NH:11][C:10]([CH3:25])([CH2:14][C:15]3[CH:20]=[CH:19][C:18]4[O:21][CH2:22][CH2:23][O:24][C:17]=4[CH:16]=3)[CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:32](=O)([O-])[O-].[K+].[K+].CI>CC(C)=O>[C:26]1([CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[N:8]2[CH2:13][CH2:12][N:11]([CH3:32])[C:10]([CH3:25])([CH2:14][C:15]3[CH:20]=[CH:19][C:18]4[O:21][CH2:22][CH2:23][O:24][C:17]=4[CH:16]=3)[CH2:9]2)[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 20352656HCID 20352656, compound

Product 1

HCID 20352633HCID 20352633, compoundYield 83.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

15 g of 1-diphenylmethyl-3-methyl-3-(3,4-ethylenedioxybenzyl)-piperazine (3a) are dissolved in 200 ml of acetone, combined with 10 g of potassium carbonate, and heated to boiling with stirring. 5.6 g of methyl iodide in 50 ml of acetone are added dropwise in the course of two hours. After a further five hours at reflux with stirring, the mixture is filtered and the filtrate evaporated to dryness in vacuum. The residue is taken up in 200 ml of diethyl ether, washed free of halogen with water, dried over sodium sulfate, and the filtrate is evaporated to dryness is vacuum. 12.9 g (83%) of 1-diphenylmethyl-3-methyl-3-(3,4-ethylenedioxybenzyl)-4-methylpiperazine (4a) are obtained.

Workup

  1. temperatureheated
  2. temperatureAfter a further five hours at reflux
  3. stirringwith stirring
  4. filtrationthe mixture is filtered
  5. customthe filtrate evaporated to dryness in vacuum
  6. washwashed free of halogen with water
  7. dry with materialdried over sodium sulfate
  8. customthe filtrate is evaporated to dryness

Sources & evidence

ORD record
ord-73e9a68d25f34d29a4bb7715489253d0
Source dataset
uspto-grants-1978_05
Patent number
US04088763

Reaction notes

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