Diethyl 2-(4-(4-methylpiperazin-1-yl)benzyl)-2-methylmalonate → 2-(4-(4-Methylpiperazin-1-yl)benzyl)propanoic acid

HRID 2176912Notes

Reaction equation

HRID 2176912 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][N:5]([C:8]2[CH:26]=[CH:25][C:11]([CH2:12][C:13](C)([C:19](OCC)=O)[C:14]([O:16]CC)=[O:15])=[CH:10][CH:9]=2)[CH2:4][CH2:3]1>Cl>[CH3:1][N:2]1[CH2:3][CH2:4][N:5]([C:8]2[CH:26]=[CH:25][C:11]([CH2:12][CH:13]([CH3:19])[C:14]([OH:16])=[O:15])=[CH:10][CH:9]=2)[CH2:6][CH2:7]1

Participants

3

Reactant 1

HCID 67383064Diethyl 2-(4-(4-methylpiperazin-1-yl)benzyl)-2-methylmalonate

Product 1

HCID 673830872-(4-(4-Methylpiperazin-1-yl)benzyl)propanoic acidYield 63.6%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of diethyl 2-(4-(4-methylpiperazin-1-yl)benzyl)-2-methylmalonate (1.50 g, 4.29 mmol) in conc. HCl (10 ml) was stirred at 130-140° C. in a sealed tube for 18 h. The reaction mixture was concentrated and co-distilled with toluene to afford 700 mg (63.6%) of 2-(4-(4-methylpiperazin-1-yl)benzyl)propanoic acid as dark brown solid.

Workup

  1. concentrationThe reaction mixture was concentrated and co-distilled with toluene

Sources & evidence

ORD record
ord-32c21fe4074e45b4909b13fa3f3e124d
Source dataset
uspto-grants-2015_06
Patent number
US09067888B2

Reaction notes

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