Hydrochloric Acid → 2-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol

HRID 1261955Notes

Reaction equation

HRID 1261955 reaction equation
[N+](C1C=C(N2CCNCC2)C=CC=1)([O-])=O.[CH3:16][C:17]([OH:35])([CH3:34])[CH2:18][N:19]1[CH2:24][CH2:23][N:22]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=2)[CH2:21][CH2:20]1.Cl.O1C(C)(C)C1.C(Cl)Cl.CO>CO>[CH3:34][C:17]([OH:35])([CH3:16])[CH2:18][N:19]1[CH2:20][CH2:21][N:22]([C:25]2[CH:30]=[CH:29][CH:28]=[C:27]([N+:31]([O-:33])=[O:32])[CH:26]=2)[CH2:23][CH2:24]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11208Isobutylene oxideHCID 21226129Dichloromethane methanolHCID 866616672-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol 1-(3-Nitro-phenyl)-piperazine

Product 1

HCID 632395022-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol 1-(3-Nitro-phenyl)-piperazine; hydrochloride (2.0 g, 0.0082 mol) was dissolved in Methanol (42.5 mL) and the reaction mixture was placed in a sealed tube. 1,2-epoxy-2-methylpropane (0.888 g, 0.0123 mol) was then added at room temperature and the reaction was allowed to stir overnight. The mixture was then reduced en vacuo and the product was isolated by Isco flash column chromatography (DCM/MeOH) to afford 1.60 grams of 2-Methyl-1-[4-(3-nitro-phenyl)-piperazin-1-yl]-propan-2-ol as a yellow powder.

Workup

  1. customthe reaction mixture was placed in a sealed tube

Sources & evidence

ORD record
ord-1bdcca8675574905a11299be83036eb7
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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