1-(4-Nitrophenyl)piperazine → HCID 66710890, compound

HRID 1261946Notes

Reaction equation

HRID 1261946 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-:3])=[O:2].[CH2:16]1[O:19][C@H:17]1[CH3:18].C(Cl)Cl.CO>CO>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][N:13]([CH2:16][C@@H:17]([OH:19])[CH3:18])[CH2:12][CH2:11]2)=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 804471-(4-Nitrophenyl)piperazineHCID 146262(2S)-2-MethyloxiraneHCID 21226129Dichloromethane methanol

Product 1

HCID 66710890HCID 66710890, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-(4-Nitro-phenyl)-piperazine (2.0 g, 0.0096 mol) was dissolved in Methanol (50.0 mL) and the reaction mixture was placed in a sealed tube. (S)-(−)-Propylene Oxide (0.841 g, 0.0145 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 1.63 grams of (S)-1-[4-(4-Nitro-phenyl)-piperazin-1-yl]-propan-2-ol as a yellow solid. (M+H)=266.20.

Workup

  1. customthe reaction mixture was placed in a sealed tube

Sources & evidence

ORD record
ord-6656d1d5dfe14015b8a034347fcd3235
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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