Reaction #3062

ord-53859d19f5084c73a9229630dac0c84d

Reaction equation

COC(=O)CNCC(=O)OC.Cl
iminodiacetic acid dimethylester hydrochloride salt
CCN(C(C)C)C(C)C
N,N-diisopropyl-ethylamine
BrCCCBr
1,3-dibromopropane
→
COC(=O)CN(CCCBr)CC(=O)OC
title compound
COC(=O)CN(CCCBr)CC(=O)OC
Dimethyl N-(3-Bromopropyl)iminodiacetate

Reactants

COC(=O)CNCC(=O)OC.Cl
iminodiacetic acid dimethylester hydrochloride salt
CCN(C(C)C)C(C)C
N,N-diisopropyl-ethylamine
BrCCCBr
1,3-dibromopropane

Reagents

None

Solvents

Cc1ccccc1
toluene

Conditions

Temperature
90°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherchromatographed

Procedure

A mixture of 1 mmol iminodiacetic acid dimethylester hydrochloride salt, 5 mmol N,N-diisopropyl-ethylamine and 3 mmol 1,3-dibromopropane in 2 mL toluene was stirred at 90° C. for 16 h and then chromatographed to provide the title compound as an oil.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05731432uspto-grants-1998_03