Diethyl Ether → 2,4-Dichlorobenzylidenemalononitrile

HRID 392181

Reaktionsgleichung

Reaktionsgleichung von HRID 392181
[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:11](#[N:15])[CH2:12][C:13]#[N:14].C(OCC)C>C(O)CCC.N1CCCCC1>[Cl:1][C:2]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:3]=1[CH:4]=[C:12]([C:11]#[N:15])[C:13]#[N:14]

Komponenten

6

Edukt 3

HCID 3283Diethyl EtherHCID 8010MalononitrileHCID 134042,4-Dichlorobenzaldehyde

Produkt 1

HCID 180892,4-Dichlorobenzylidenemalononitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8082PiperidineKatalysatorHCID 2631-ButanolLösungsmittel

Versuchsvorschrift

Under an atmosphere of argon, 2,4-dichlorobenzaldehyde (30.00 g, 171 mmol) and malononitrile (13.59 g, 206 mmol) were suspended in 1-butanol (350 ml). After stirring for 15 min, 8 drops of piperidine were added at room temperature. After stirring for an additional 3 h, diethyl ether was added. The precipitate was filtered and washed with diethyl ether and hexane to give the title compound, MS: m/e=222.8 (M+), as a colorless solid (35.34 g, 92%).

Aufarbeitung

  1. stirringAfter stirring for an additional 3 h
  2. filtrationThe precipitate was filtered
  3. washwashed with diethyl ether and hexane

Quellen und Nachweise

ORD-Eintrag
ord-222b101ca4a14d2cb31b8298e4b8f146
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06800650B2

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