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1-(7-Methoxynaphthalen-1-yl)piperazine → 1-[2-(5-Methoxy-1H-inden-3-yl)ethyl]-4-(7-methoxynaphth-1-yl)piperazine

HRID 583061
Notes
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Reaction equation

HRID 583061 reaction equation
CC1C=CC(S(O[CH2:12][CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([O:23][CH3:24])[CH:21]=3)[CH2:16][CH:15]=2)(=O)=O)=CC=1.[CH3:25][O:26][C:27]1[CH:36]=[C:35]2[C:30]([CH:31]=[CH:32][CH:33]=[C:34]2[N:37]2[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]2)=[CH:29][CH:28]=1>ClCCl>[CH3:24][O:23][C:20]1[CH:21]=[C:22]2[C:17](=[CH:18][CH:19]=1)[CH2:16][CH:15]=[C:14]2[CH2:13][CH2:12][N:40]1[CH2:39][CH2:38][N:37]([C:34]2[C:35]3[C:30](=[CH:29][CH:28]=[C:27]([O:26][CH3:25])[CH:36]=3)[CH:31]=[CH:32][CH:33]=2)[CH2:42][CH2:41]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 145667201-(7-Methoxynaphthalen-1-yl)piperazineHCID 15386248HCID 15386248, compound

Product 1

HCID 98447011-[2-(5-Methoxy-1H-inden-3-yl)ethyl]-4-(7-methoxynaphth-1-yl)piperazineYield 164%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
130 °C

Procedure

2.07 g (0.006 mol) of 2-(5-methoxy-1H-inden-3-yl)ethyl 4-methylbenzenesulphonate and 2.90 g (0.012 mol) of 1-(7-methoxynaphth-1-yl)piperazine are mixed and the mixture is stirred, is placed under an argon atmosphere and is heated in an oil bath at 130° C. for 2 h. The mixture is taken up in dichloromethane, the solution is washed with water, with dilute sodium hydroxide and then again with water, is dried over magnesium sulphate and is filtered and the filtrate is evaporated under reduced pressure. 4.08 g of an oil are obtained, which oil is purified by chromatography on a column of silica gel, elution being carried out with a 92/8 dichloromethane/acetone mixture.

Workup

  1. washthe solution is washed with water, with dilute sodium hydroxide
  2. dry with materialagain with water, is dried over magnesium sulphate
  3. filtrationis filtered
  4. customthe filtrate is evaporated under reduced pressure

Sources & evidence

ORD record
ord-da2cac7aafc64fb69c8fca531224e6b6
Source dataset
uspto-grants-1999_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05929078

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes