Water → HCID 54088569, compound

HRID 1494391Notes

Reaction equation

HRID 1494391 reaction equation
CO[C:3]1([O:14][CH3:15])[CH2:12][CH2:11][C:10]2C(=CC=CC=2)C1=O.[CH3:16][N:17]1C[CH2:21][NH:20][CH2:19][CH2:18]1.[C:23]1([CH3:33])[CH:28]=[CH:27][C:26](S(O)(=O)=O)=[CH:25][CH:24]=1.[OH2:34].[C:35]1(C)C=CC=CC=1>>[CH3:16][N:17]1[CH2:18][CH2:19][NH:20][CH2:21][CH:33]1[C:23]1[CH2:28][CH2:27][C:26]2[C:25]([CH:24]=1)=[C:10]([O:34][CH3:35])[CH:11]=[CH:12][C:3]=2[O:14][CH3:15]

Participants

6

Reactant 5

HCID 962WaterHCID 1140TolueneHCID 6101p-Toluenesulfonic acidHCID 531671-MethylpiperazineHCID 54326634HCID 54326634, compound

Product 1

HCID 54088569HCID 54088569, compound

Procedure

The dimethoxytetralone (0.4 g; 1.94 mmol) was dissolved in 10 ml of toluene. To the solution were added 0.46 ml (4 mmol) of N-methylpiperazine followed by 0.91 g (4.8 mmol) of p-toluenesulfonic acid. The mixture was stirred for 31/2 hours at reflux under nitrogen with constant water removal. The mixture then was cooled to room temperature, and the volatile material was removed in vacuo to give 3-(N-methylpiperazinyl)-5,8-dimethoxy-1,2-dihydronaphthalene as an orange-brown residue.

Workup

  1. customthe volatile material was removed in vacuo

Sources & evidence

ORD record
ord-21968eb82afc43d0b311b6e4126781e5
Source dataset
uspto-grants-1991_06
Patent number
US05026707

Reaction notes

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