Reaction #155380

ord-85dfa0e8fa0f4f4fac0144ef6411f084

Reaction equation

CCC(=O)O
propionic acid
C1CCNCC1
piperidine
CC(C)O
isopropanol
CCCC(=O)OC(C)C
butanoic acid isopropyl ester

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    TemperatureThe mixture was heated
  2. 2
    Otherto yield a completely dissolved solution

Procedure

In Scheme 2,3-nitrobenzaldehyde was added to cooled isopropanol. The mixture was heated to yield a completely dissolved solution, to which, was added isopropyl acetatoacetate, propionic acid and piperidine. The resultant solution was held until completion of reaction to yield crude Intermediate II, 3-oxo-2-)3-nitrophenylmethylene)butanoic acid isopropyl ester. The resultant mixture was then cooled and held for crystal formation. The crude Intermediate II crystals were isolated by centrifugation, rinsed with additional isopropanol, subsequently charged into cooled isopropanol, heated and agitated, then isolated again by centrifugation and finally dried using vacuum and heating to yield pure Intermediate II.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08821944B1uspto-grants-2014_09