Methyl cyanoacetate → methyl (E)-3-(2,4-dibenzyloxyphenyl)-2-cyanoacrylate

HRID 322934

Reaktionsgleichung

Reaktionsgleichung von HRID 322934
[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:14]=[CH:13][C:10]=1[CH:11]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:25]([CH2:27][C:28]([O:30][CH3:31])=[O:29])#[N:26].N1CCCCC1>C(O)C>[CH2:1]([O:8][C:9]1[CH:16]=[C:15]([O:17][CH2:18][C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH:14]=[CH:13][C:10]=1/[CH:11]=[C:27](\[C:25]#[N:26])/[C:28]([O:30][CH3:31])=[O:29])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 7747Methyl cyanoacetateHCID 8082PiperidineHCID 18090802,4-Bis(benzyloxy)benzaldehyde

Produkt 1

HCID 86756581methyl (E)-3-(2,4-dibenzyloxyphenyl)-2-cyanoacrylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2,4-dibenzyloxybenzaldehyde (1 g), methyl cyanoacetate (0.27 mL), piperidine (0.1 mL) and ethanol (30 mL) is stirred at ambient temperature for 20 minutes and the solvent is removed under reduced pressure. The residue is recrystallized from ethanol to give methyl (E)-3-(2,4-dibenzyloxyphenyl)-2-cyanoacrylate as a yellow solid (400 mg).

Aufarbeitung

  1. customthe solvent is removed under reduced pressure
  2. customThe residue is recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-c5088d268910443a81fef21ea2bc3c30
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211234B1

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