1-Naphthaleneacetonitrile → 1-Naphthylmalononitrile

HRID 1594994

Reaktionsgleichung

Reaktionsgleichung von HRID 1594994
[C:1]1([CH2:11][C:12]#[N:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.ClC1C=CC=CC=1CS[C:19]#[N:20].C([N-]C(C)C)(C)C.[Li+].[OH-].[Na+]>C1C=CC=CC=1>[C:1]1([CH:11]([C:19]#[N:20])[C:12]#[N:13])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 4

HCID 85961-NaphthaleneacetonitrileHCID 14798Sodium HydroxideHCID 2867232-Chlorobenzyl ThiocyanateHCID 2724682Lithium diisopropylamide

Produkt 1

HCID 109103631-Naphthylmalononitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

With stirring and cooling, 0.3 mol of 1-naphthylaceto-nitrile and then, dropwise, 0.6 mol of 2-chlorobenzyl thiocyanate are added to a solution of 0.65 mol of lithium diisopropylamide in benzene. After one hour, the reaction mixture is introduced into 1 l of 0.3 molar NaOH, and the mixture is allowed to stand for a while and then the two phases which are formed are separated. The aqueous solution is neutralized by adding hydrochloric acid and allowed to stand overnight. The precipitated product is filtered off with suction, dried and purified by recrystallization from ethanol.

Aufarbeitung

  1. temperaturecooling
  2. customthe two phases which are formed
  3. customare separated
  4. additionby adding hydrochloric acid
  5. waitto stand overnight
  6. filtrationThe precipitated product is filtered off with suction
  7. customdried
  8. custompurified by recrystallization from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-2077ac4c27f64b2e8445d3db60f6cb2d
Quelldatensatz
uspto-grants-2001_09
Patentnummer
US06284889B1

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