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1. WO2001057016 - PROCESS FOR PREPARING PIPERONAL

Publication Number WO/2001/057016
Publication Date 09.08.2001
International Application No. PCT/JP2001/000739
International Filing Date 02.02.2001
Chapter 2 Demand Filed 17.08.2001
IPC
C07D 317/54 2006.01
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
317Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
08having the hetero atoms in positions 1 and 3
44ortho- or peri-condensed with carbocyclic rings or ring systems
46condensed with one six-membered ring
48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes, unsubstituted on the hetero ring
50with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
54Radicals substituted by oxygen atoms
CPC
C07D 317/54
CCHEMISTRY; METALLURGY
07ORGANIC CHEMISTRY
DHETEROCYCLIC COMPOUNDS
317Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
08having the hetero atoms in positions 1 and 3
44ortho- or peri-condensed with carbocyclic rings or ring systems
46condensed with one six-membered ring
48Methylenedioxybenzenes or hydrogenated methylenedioxybenzenes unsubstituted on the hetero ring
50with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to atoms of the carbocyclic ring
54Radicals substituted by oxygen atoms
Applicants
  • UBE INDUSTRIES, LTD. [JP]/[JP] (AT, BE, CH, CN, CY, DE, DK, ES, FI, FR, GB, GR, IE, IN, IT, LU, MC, NL, NO, PT, SE, TR)
  • HARADA, Katsumasa [JP]/[JP] (UsOnly)
  • SHIRAI, Masashi [JP]/[JP] (UsOnly)
  • SHIBA, Koji [JP]/[JP] (UsOnly)
  • FURUYA, Toshio [JP]/[JP] (UsOnly)
Inventors
  • HARADA, Katsumasa
  • SHIRAI, Masashi
  • SHIBA, Koji
  • FURUYA, Toshio
Agents
  • TSUKUNI, Hajime
Priority Data
2000-2463802.02.2000JP
Publication Language Japanese (JA)
Filing Language Japanese (JA)
Designated States
Title
(EN) PROCESS FOR PREPARING PIPERONAL
(FR) PROCEDE DE PREPARATION DE PIPERONAL
Abstract
(EN)
A process for preparing piperonal, characterized by comprising the three successive steps: (A) the addition step of reacting 1,2-methylenedioxybenzene with glyoxylic acid in the presence of a strong acid to form 3,4-methylenedioxymandelic acid, (B) the extraction step of adding an organic solvent to the reaction fluid and then neutralizing the resulting fluid with a base to thereby extract 3,4-methylenedioxymandelic acid into the organic solvent and separate the fluid into an organic solvent layer and an aqueous layer, and (C) the oxidation step of removing the aqueous layer, concentrating the organic solvent layer, adding nitric acid to the concentrate, and then making the 3,4-methylenedioxymandelic acid react with the nitric acid to form piperonal.
(FR)
L'invention concerne un procédé de préparation de pipéronal, caractérisé en ce qu'il comprend trois étapes successives : (A) l'étape d'addition consistant à faire réagir 1,2-méthylènedioxybenzène avec un acide glyoxylique en présence d'un acide fort afin de former un acide 3,4-méthylènedioxymandélique, (B) l'étape d'extraction consistant à ajouter un solvant organique au fluide de réaction, puis à neutraliser le fluide résultant avec une base afin d'extraire l'acide 3,4-méthylènedioxymandélique du solvant organique et de séparer le fluide en une couche de solvant organique et une couche aqueuse, et (C) l'étape d'oxydation consistant à retirer la couche aqueuse, à concentrer la couche de solvant organique, à ajouter de l'acide nitrique au concentré, puis à faire réagir l'acide 3,4-méthylènedioxymandélique avec l'acide nitrique afin de former du pipéronal.
Also published as
ININ/PCT/2002/00752/DEL
NO20023633
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