Potassium Carbonate → HCID 20352656, compound

HRID 371991Notes

Reaction equation

HRID 371991 reaction equation
[CH3:1][C:2]1([CH2:8][C:9]2[CH:14]=[CH:13][C:12]3[O:15][CH2:16][CH2:17][O:18][C:11]=3[CH:10]=2)[NH:7][CH2:6][CH2:5][NH:4][CH2:3]1.C(=O)([O-])[O-].[K+].[K+].[C:25]1([CH:31](Br)[C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1>CC(C)=O>[C:25]1([CH:31]([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[N:4]2[CH2:5][CH2:6][NH:7][C:2]([CH3:1])([CH2:8][C:9]3[CH:14]=[CH:13][C:12]4[O:15][CH2:16][CH2:17][O:18][C:11]=4[CH:10]=3)[CH2:3]2)[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 236603BromodiphenylmethaneHCID 20352643HCID 20352643, compound

Product 1

HCID 20352656HCID 20352656, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

12.4 g of 3-methyl-3-(3,4-ethylenedioxybenzyl)-piperazine (1a) are dissolved in 200 ml of dry acetone, combined with 20.7 g of potassium carbonate and 14.8 g of diphenylmethyl bromide, and heated for four hours with stirring under reflux. The inorganic salts are filtered off and the filtrate is evaporated to dryness is vacuum. The residue is taken up in 300 ml of diethyl ether and washed with water until the wash water no longer contains halogen. After drying with magnesium sulfate, hydrogen chloride is introduced into the organic phase. The precipitated hydrochloric is filtered off and washed with a little ether. Thereafter, it it suspended in a little water, combined with 20% ammonium hydroxide solution until alkaline, and extracted three times with 50 ml of diethyl ether. The organic phases are dried over magnesium sulfate and reduced to dryness. 19 g (91.6%) of 1-diphenylmethyl-3-methyl-3-(3,4-ethylenedioxybenzyl)-piperazine (3a) are obtained.

Workup

  1. temperatureheated for four hours
  2. temperatureunder reflux
  3. filtrationThe inorganic salts are filtered off
  4. customthe filtrate is evaporated to dryness
  5. washwashed with water until the wash water no longer contains halogen
  6. dry with materialAfter drying with magnesium sulfate, hydrogen chloride
  7. additionis introduced into the organic phase
  8. filtrationThe precipitated hydrochloric is filtered off
  9. washwashed with a little ether
  10. extractionextracted three times with 50 ml of diethyl ether
  11. dry with materialThe organic phases are dried over magnesium sulfate

Sources & evidence

ORD record
ord-b1b2dcbdb1f14691937bb7c8416a6fd8
Source dataset
uspto-grants-1978_05
Patent number
US04088763

Reaction notes

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