4-Nitrobenzaldehyde → 1-Boc-4-(4-Nitrobenzyl)piperazine

HRID 883789Notes

Reaction equation

HRID 883789 reaction equation
[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH:8]=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].[N:12]1([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1>>[N+:1]([C:4]1[CH:11]=[CH:10][C:7]([CH2:8][N:15]2[CH2:14][CH2:13][N:12]([C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:17][CH2:16]2)=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 5414-NitrobenzaldehydeHCID 143452tert-Butyl piperazine-1-carboxylate

Product 1

HCID 235069461-Boc-4-(4-Nitrobenzyl)piperazine

Procedure

The title compound was prepared from 4-nitrobenzaldehyde and 1,1-dimethylethyl 1-piperazinecarboxylate using a method similar to that described for D21 in Description 21A although the product was purified by column chromatography followed by passing through an SCX column eluting with MeOH then 2M NH3 in MeOH. MS (ES): 266.1, 222.2, no molecular ion (MH+) observed.

Workup

  1. customwas purified by column chromatography
  2. washeluting with MeOH

Sources & evidence

ORD record
ord-da9c92a788184b27a0a2e824d6fa50c0
Source dataset
uspto-grants-2012_08
Patent number
US08236953B2

Reaction notes

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