Diethyl 2-methyl-2-(4-(4-methylpiperazin-1-yl)phenyl)malonate → 2-(4-(4-Methylpiperazin-1-yl)phenyl)propanoic acid

HRID 1896272Notes

Reaction equation

HRID 1896272 reaction equation
[CH3:1][C:2]([C:13]1[CH:18]=[CH:17][C:16]([N:19]2[CH2:24][CH2:23][N:22]([CH3:25])[CH2:21][CH2:20]2)=[CH:15][CH:14]=1)(C(OCC)=O)[C:3]([O:5]CC)=[O:4]>Cl>[CH3:25][N:22]1[CH2:21][CH2:20][N:19]([C:16]2[CH:15]=[CH:14][C:13]([CH:2]([CH3:1])[C:3]([OH:5])=[O:4])=[CH:18][CH:17]=2)[CH2:24][CH2:23]1

Participants

3

Reactant 1

HCID 67382777Diethyl 2-methyl-2-(4-(4-methylpiperazin-1-yl)phenyl)malonate

Product 1

HCID 673827842-(4-(4-Methylpiperazin-1-yl)phenyl)propanoic acidYield 70%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of diethyl 2-methyl-2-(4-(4-methylpiperazin-1-yl)phenyl)malonate (3.50 g, 10.0 mmol) in conc. HCl (20 ml) was stirred for 18 h at reflux in a sealed tube. The reaction mixture was concentrated and co-distilled with toluene to afford (1.7 g, 70%) of 2-(4-(4-methylpiperazin-1-yl)phenyl)propanoic acid as dark brown solid.

Workup

  1. temperatureat reflux in a sealed tube
  2. concentrationThe reaction mixture was concentrated and co-distilled with toluene

Sources & evidence

ORD record
ord-d3e68d67f0704c95b58493ca2496ab8b
Source dataset
uspto-grants-2013_08
Patent number
US08518948B2

Reaction notes

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