Reaktion #1722865

ord-d461cd2bd5fb4a1da12f287d1d0e73a7

Reaktionsgleichung

CCOC(=O)Cc1ccccc1
ethyl phenylacetate
CCOC(=O)C(=O)OCC
diethyl oxalate
CC[O-].[Na+]
sodium ethanolate
C=C(C(=O)OCC)c1ccccc1
Ethyl atropate
C=C(C(=O)OC)c1ccccc1
methyl atropate
CCOC(=O)C(=O)C(C(=O)OCC)c1ccccc1
diethyl 2-oxo-3-phenylsuccinate

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigecan be obtained in

Vorschrift

Ethyl atropate with a methyl atropate content not exceeding 0.05% can be obtained in a relatively complicated, two-stage process (Helv. Chim. Acta 30, 1349 (1947)) as long as the starting materials do not contain more than 0.05% of methyl compounds. This process involves ethyl phenylacetate being condensed with diethyl oxalate in the presence of sodium ethanolate to give diethyl 2-oxo-3-phenylsuccinate, Na salt. Subsequent reaction with formaldehyde in the presence of potassium carbonate results in ethyl atropate with a methyl ester content not exceeding 0.05%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06509493B1uspto-grants-2003_01