Water → HCID 178510922, Verbindung

HRID 1251179Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1251179
BrC[C:3]1[S:4][CH:5]=[CH:6][C:7]=1[C:8]#[N:9].[C-:10]#[N:11].[Na+].O.C(O[CH2:18][CH3:19])(=O)C>C1(C)C=CC=CC=1>[C:8]([CH2:7][CH2:6][C:5]1[SH:4]([C:10]#[N:11])[CH:3]=[CH:18][CH:19]=1)#[N:9]

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 8929Sodium CyanideHCID 225036202-(Bromomethyl)thiophene-3-carbonitrile

Produkt 1

HCID 178510922HCID 178510922, VerbindungAusbeute 43 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2-Bromomethyl-3-cyanothiophene (2.746 g) was dissolved in toluene (40 ml), followed by the addition of a solution of sodium cyanide (2.002 g)/water (15 ml), and the mixture was stirred at 80° C. overnight. The reaction mixture was diluted with ethyl acetate and washed with an aqueous solution of saturated sodium bicarbonate, dried (over MgSO4) and evaporated. The resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system), to give the title compound as a pale yellow solid (823 mg, yield; 43%).

Aufarbeitung

  1. washwashed with an aqueous solution of saturated sodium bicarbonate
  2. dry with materialdried (over MgSO4)
  3. customevaporated
  4. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate/hexane system)

Quellen und Nachweise

ORD-Eintrag
ord-cd10ed48ad1e4a63bc09b76fa715a435
Quelldatensatz
uspto-grants-2002_01
Patentnummer
US06340759B1

Notizen zur Reaktion

Wird geladen…