Diethyl Malonate → Diethyl (3-methyl-4-nitrobenzyl)malonate

HRID 1451639Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1451639
[C:1]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:2][C:3]([O:5][CH2:6][CH3:7])=[O:4].[CH3:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22])[CH2:16]Br>C([O-])C.[Na+]>[CH3:12][C:13]1[CH:14]=[C:15]([CH:18]=[CH:19][C:20]=1[N+:21]([O-:23])=[O:22])[CH2:16][CH:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[C:1]([O:9][CH2:10][CH3:11])=[O:8]

Komponenten

4

Edukt 2

HCID 7761Diethyl MalonateHCID 44459783-Methyl-4-nitrobenzyl bromide

Produkt 1

HCID 54253538Diethyl (3-methyl-4-nitrobenzyl)malonate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2723922Sodium ethoxideLösungsmittel

Versuchsvorschrift

To a solution of sodium ethanolate [prepared from 1.35 g Na in ethanol (30 ml)] were added diethyl malonate (9.2 ml) and then dropwise 3-methyl-4-nitrobenzyl bromide (13.4 g). The mixture was stirred 30 minutes at room temperature, then 30 minutes under reflux and then concentrated. The residue is treated with water and hexane, the precipitate filtered and the filtrate extracted with diethyl ether. The organic extract was dried on sodium sulfate and concentrate to give the title compound as an oil (4 g).

Aufarbeitung

  1. temperature30 minutes under reflux
  2. concentrationconcentrated
  3. additionThe residue is treated with water and hexane
  4. filtrationthe precipitate filtered
  5. extractionthe filtrate extracted with diethyl ether
  6. extractionThe organic extract
  7. customwas dried on sodium sulfate
  8. concentrationconcentrate

Quellen und Nachweise

ORD-Eintrag
ord-78659a571efd4bcf9572276fb9e0cf58
Quelldatensatz
uspto-grants-1997_02
Patentnummer
US05604237

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