1,3-Dibromopropane → Dimethyl N-(3-Bromopropyl)iminodiacetate

HRID 2966

Reaction equation

HRID 2966 reaction equation
Cl.[CH3:2][O:3][C:4](=[O:12])[CH2:5][NH:6][CH2:7][C:8]([O:10][CH3:11])=[O:9].C(N(CC)C(C)C)(C)C.[Br:22][CH2:23][CH2:24][CH2:25]Br>C1(C)C=CC=CC=1>[Br:22][CH2:23][CH2:24][CH2:25][N:6]([CH2:5][C:4]([O:3][CH3:2])=[O:12])[CH2:7][C:8]([O:10][CH3:11])=[O:9]

Participants

5

Reactant 3

HCID 80011,3-DibromopropaneHCID 81531DiisopropylethylamineHCID 2727727Dimethyl Iminodiacetate Hydrochloride

Product 1

HCID 19688438Dimethyl N-(3-Bromopropyl)iminodiacetate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
90 °C

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.

Workup

  1. customchromatographed

Sources & evidence

ORD record
ord-53859d19f5084c73a9229630dac0c84d
Source dataset
uspto-grants-1998_03
Patent number
US05731432

Linked notes

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