Diethyl Oxalate → Ethyl 6-(4-chlorophenyl)-2,4-dioxo-hex-5-enoate

HRID 544147

Reaktionsgleichung

Reaktionsgleichung von HRID 544147
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10](=[O:12])[CH3:11])=[CH:4][CH:3]=1.[C:13](OCC)(=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15].[O-]CC.[Na+]>C(OCC)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]=[CH:9][C:10](=[O:12])[CH2:11][C:13](=[O:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 7268Diethyl OxalateHCID 981834-ChlorobenzalacetoneHCID 2723922Sodium ethoxide

Produkt 1

HCID 610034Ethyl 6-(4-chlorophenyl)-2,4-dioxo-hex-5-enoate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

A solution of 4-(4-chlorophenyl)-3-buten-2-one (27.1 g) and diethyl oxalate (21.9 g) in dry diethyl ether (200 ml) was added dropwise over 15 minutes to a stirred suspension of sodium ethoxide (3.45 g of sodium dissolved in absolute ethanol and excess ethanol evaporated off) in dry diethyl ether (400 ml) cooled to 5°-10° C. by an ice bath. A yellow solid began to precipitate after 5 minutes.

Aufarbeitung

  1. temperaturecooled to 5°-10° C. by an ice bath
  2. customto precipitate after 5 minutes

Quellen und Nachweise

ORD-Eintrag
ord-1429ac1a6cb048f8990350222caf70f1
Quelldatensatz
uspto-grants-1984_05
Patentnummer
US04448787

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