Diethyl Malonate → Diethyl 2-(2-(hydroxy(oxido)amino)benzyl)malonate

HRID 1256883Notes

Reaction equation

HRID 1256883 reaction equation
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[N+:12]([C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17]Br)([O-:14])=[O:13]>>[N+:12]([C:15]1[CH:22]=[CH:21][CH:20]=[CH:19][C:16]=1[CH2:17][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:1]([O:9][CH2:10][CH3:11])=[O:8])([O-:14])=[O:13]

Participants

3

Reactant 2

HCID 7761Diethyl MalonateHCID 77569alpha-Bromo-2-nitrotoluene

Product 1

HCID 309274Diethyl 2-(2-(hydroxy(oxido)amino)benzyl)malonateYield 74.8%

Procedure

In the same manner as in Example 6 (1), a crude product was obtained using diethyl malonate (10.1 g) and 2-nitrobenzyl bromide (13.6 g). This was purified by silica gel column chromatography to give the title compound (13.9 g) as an oil.

Workup

  1. customThis was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-c3b802a9cfcf4287b06b86d3869b0b9b
Source dataset
uspto-grants-2013_06
Patent number
US08461209B2

Reaction notes

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