Potassium Carbonate → HCID 19810687, compound

HRID 373586Notes

Reaction equation

HRID 373586 reaction equation
[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)[CH2:3][CH2:2]1.Cl[CH2:17][CH2:18][N:19]([CH3:39])[C:20]([C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]1([C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[N:10]2[CH2:11][CH2:12][N:13]([CH2:17][CH2:18][N:19]([CH3:39])[C:20]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=3)([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[C:33]3[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=3)[CH2:14][CH2:15]2)[CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 4174688HCID 4174688, compoundHCID 10798168HCID 10798168, compound

Product 1

HCID 19810687HCID 19810687, compoundYield 18.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
96 °C

Procedure

9.0 g (44.4 mmol) of 1-(2-cyclopropylphenyl)piperazine, 200 ml of dimethylformamide, 15 g (44.4 mmol) of 2-chloro-N-methyl-N-(triphenylmethyl)-ethanamine and 9 g of potassium carbonate are introduced into a 500-ml round bottom flask fitted with a condenser and placed under nitrogen and the mixture is heated to 96° C. for 6 h three times. The solvent is evaporated off, the residue is taken up with water and dichloromethane, the organic phase is separated off, is washed with water and is dried over sodium sulphate and the solvent is stripped off. 4.17 g of 2-[4-(2-cyclopropylphenyl)piperazin- 1-yl]-N-methyl-N-(triphenylmethyl)ethanamine are obtained in the form of oil, which is dissolved in 200 ml of methanol, gaseous hydrochloric acid is bubbled through it for 10 min, the mixture is concentrated, is allowed to stand for 2 days and the precipitate is separated off by filtration. 2.94 g of compound are obtained.

Workup

  1. customfitted with a condenser
  2. customThe solvent is evaporated off
  3. customthe organic phase is separated off
  4. washis washed with water
  5. dry with materialis dried over sodium sulphate

Sources & evidence

ORD record
ord-7d95b89459fc43a88c7dc1346d04dfe0
Source dataset
uspto-grants-1992_11
Patent number
US05164397

Reaction notes

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