1-(1-Naphthyl)piperazine → 4-[(5-Methoxy-1H-inden-3-yl)acetyl]-1-(naphth-1-yl)piperazine

HRID 260663

Reaction equation

HRID 260663 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]=[C:6]2[CH2:12][C:13]([OH:15])=O.[C:16]1([N:26]2[CH2:31][CH2:30][NH:29][CH2:28][CH2:27]2)[C:25]2[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:19]=[CH:18][CH:17]=1>O1CCCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][CH:11]=1)[CH2:8][CH:7]=[C:6]2[CH2:12][C:13]([N:29]1[CH2:28][CH2:27][N:26]([C:16]2[C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[CH:19]=[CH:18][CH:17]=2)[CH2:31][CH2:30]1)=[O:15]

Participants

4

Reactant 2

HCID 13421-(1-Naphthyl)piperazineHCID 344495(5-Methoxy-1h-inden-3-yl)acetic acid

Product 1

HCID 224002654-[(5-Methoxy-1H-inden-3-yl)acetyl]-1-(naphth-1-yl)piperazineYield 86.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

2.0 g (0.012 mol) of N,N'-carbonyldiimidazole are added in small portions to a solution of 2.45 g (0.012 mol) of 5-methoxy-1H-indene-3-acetic acid in 12 ml of tetrahydrofuran, which has been placed under an argon atmosphere, and the mixture is stirred for 1 h. A solution of 2.55 g (0.012 mol) of 1-(naphth-1-yl)piperazine in 10 ml of tetrahydrofuran is added, and the mixture is left to stand overnight. The solvent is evaporated under reduced pressure. The residual oil is taken up in water and diethyl ether, and the solid obtained is collected by filtration and dried. 4.13 g of a product are obtained which is used as it is in the following step.

Workup

  1. waitthe mixture is left
  2. waitto stand overnight
  3. customThe solvent is evaporated under reduced pressure
  4. customdiethyl ether, and the solid obtained
  5. filtrationis collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-40081900ff45423ebdeb1b2631622840
Source dataset
uspto-grants-1996_06
Patent number
US05530002

Linked notes

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