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

HRID 583061Notes

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

Participants

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

washthe solution is washed with water, with dilute sodium hydroxide
dry with materialagain with water, is dried over magnesium sulphate
filtrationis filtered
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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