Water → HCID 14699389, Verbindung

HRID 330306Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 330306
[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7]Cl)[CH2:2][CH3:3].[C-:13]#[N:14].[Na+].O.CCOCC>CS(C)=O>[CH2:1]([O:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH2:7][C:13]#[N:14])[CH2:2][CH3:3]

Komponenten

6

Edukt 4

HCID 962WaterHCID 3283Diethyl EtherHCID 8929Sodium CyanideHCID 19869706HCID 19869706, Verbindung

Produkt 1

HCID 14699389HCID 14699389, VerbindungAusbeute 54,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

A 2 liter flask was charged with 367 grams (1.90 moles, 1.0 ec.) of crude 2-propoxybenzyl chloride in 700 ml of DMSO. The reaction is cooled by a water bath and 102 grams of sodium cyanide (2.09 moles, 1.1 eq.) was added and allowed to warm to 50° C. After the exotherm was complete, the reaction was stirred at room temperature overnight then worked up with water, dilute acid and ether. Removal of the solvent was followed by distillation (120°-150° C. at 1 mm) and gave 180 grams (54% Yield) of a light yellow oil.

Aufarbeitung

  1. temperatureThe reaction is cooled by a water bath
  2. customRemoval of the solvent
  3. distillationwas followed by distillation (120°-150° C. at 1 mm)

Quellen und Nachweise

ORD-Eintrag
ord-e3c61b1b45b74504a49f239cd66a41d8
Quelldatensatz
uspto-grants-1990_01
Patentnummer
US04895865

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