Acetone → 1-(7-Methoxy-1-naphthyl)-4-(2-phthalimidoethyl)-piperazine hydrochloride

HRID 373098Notes

Reaction equation

HRID 373098 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[N:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:5][CH:4]=1.BrCC[C:22]1[CH:32]=[CH:31][CH:30]=[C:24]2[C:25]([NH:27][C:28](=[O:29])[C:23]=12)=[O:26].C(=O)([O-])[O-].[K+].[K+].[ClH:39].[CH3:40][C:41](C)=O>CCOCC>[ClH:39].[CH3:1][O:2][C:3]1[CH:12]=[C:11]2[C:6]([CH:7]=[CH:8][CH:9]=[C:10]2[N:13]2[CH2:14][CH2:15][N:16]([CH2:40][CH2:41][N:27]3[C:28](=[O:29])[C:23]4=[CH:22][CH:32]=[CH:31][CH:30]=[C:24]4[C:25]3=[O:26])[CH2:17][CH2:18]2)=[CH:5][CH:4]=1

Participants

7

Reactant 5

HCID 180AcetoneHCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 145667201-(7-Methoxynaphthalen-1-yl)piperazineHCID 219600212-Bromoethylphthalimide

Product 1

HCID 198084961-(7-Methoxy-1-naphthyl)-4-(2-phthalimidoethyl)-piperazine hydrochlorideYield 63%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 1.5 g of (7-methoxy-1-naphthyl)piperazine and 1.5 g of (2-bromoethyl)phthalimide in 100 ml of acetone is brought to reflux in the presence of 1.6 g of potassium carbonate. The mixture is stirred for 24 hours. The mixture is cooled, it is concentrated. The oil obtained is ground in ether. The requisite quantity of ethereal hydrogen chloride is added to obtain the expected hydrochloride.

Workup

  1. temperatureThe mixture is cooled
  2. concentrationit is concentrated
  3. customThe oil obtained

Sources & evidence

ORD record
ord-693b27e791334a0c95179cd04c184f7a
Source dataset
uspto-grants-1992_11
Patent number
US05162324

Reaction notes

Loading…