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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1434553Generated: November 1, 2026

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

https://huagongshe.com/reaction/1434553

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl MalonateHCID 7761—
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
Reactantalpha-Bromo-2-nitrotolueneHCID 77569—
SolventWaterHCID 962—
SolventHexaneHCID 8058—
ProductDiethyl 2-(2-(hydroxy(oxido)amino)benzyl)malonateHCID 309274—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-nitrobenzyl bromide (1.00 g, 4.63 mmol) and diethyl malonate (0.741 g, 4.63 mmol) in 30 ml of hexane was added potassium carbonate (0.640 g, 4.63 mmol) and 18-Crown-6 (0.012 g, 0.05 mmol). After stirred at 80° C. for 18 hours, the mixture was diluted with water and was extracted with ethyl acetate. The organic layer was washed with water, then with brine, and concentrated under reduced pressure to obtain crude diethyl (2-nitrobenzyl)malonate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615557B2
Source datasetuspto-grants-2009_11
ORD IDord-5ccfa423dd344b8fbbff4f7ccf0f323f
Source noteuspto-grants-2009_11