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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 342874Generated: October 26, 2026

3-Nitrobenzaldehyde → t-butyl 2-[N-[2-(3-nitrobenzylidene)-3-oxobutanoyl]amino]acetate

https://huagongshe.com/reaction/342874

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-NitrobenzaldehydeHCID 7449—
Reactantt-butyl 2-[N-(3-oxobutanoyl)amino]acetateHCID 54366555—
CatalystPiperidine, acetateHCID 9793820—
SolventIsopropanolHCID 3776—
Productt-butyl 2-[N-[2-(3-nitrobenzylidene)-3-oxobutanoyl]amino]acetateHCID 5390893685%

Reaction Steps

9.821 g (45.6 mmol) of t-butyl 2-[N-(3-oxobutanoyl)amino]acetate and 6.891 g (45.6 mmol) of 3-nitrobenzaldehyde were suspended in 50 ml of isopropyl alcohol. With addition of 0.331 g (2.28 mmol) of piperidine acetate, the mixture was stirred for 15 hours. The above mixture was ice-cooled for one hour and the precipitated crystals were separated by filtration. The thus obtained crystals were washed with cooled isopropyl alcohol and dried under reduced pressure. The thus obtained crystals were recrystallized from acetonitrile, whereby 13.5 g (85%) of the captioned compound was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05859244
Source datasetuspto-grants-1999_01
ORD IDord-3fe6ab768eae4b9bbfa3d1a361024458
Source noteuspto-grants-1999_01