Hydrochloric Acid → 3,4-Dibenzyloxyphenylacetonitrile

HRID 1440375Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440375
[OH:1][C:2]1[C:7](O)=[CH:6][C:5]([CH2:9][C:10]#[N:11])=[CH:4][CH:3]=1.[C:12](=[O:15])([O-])[O-].[K+].[K+].[CH2:18](Cl)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.Cl>CN(C)C=O.O>[CH2:18]([O:1][C:2]1[C:7]([O:15][CH2:12][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)=[CH:6][C:5]([CH2:9][C:10]#[N:11])=[CH:4][CH:3]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 7503Benzyl ChlorideHCID 11430Potassium CarbonateHCID 109097272-(3,4-Dihydroxyphenyl)acetonitrile

Produkt 1

HCID 27580313,4-Dibenzyloxyphenylacetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture consisting of one mole (149 g) of 4,5-dihydroxyphenylacetonitrile prepared in stage 1, two moles of potassium carbonate (276 g) and 2.2 moles (278.5 g) of benzyl chloride in 745 ml of dimethylformamide is heated to 105°-110° C. for approximately 30 minutes. At the end of the reaction, the reaction mixture is diluted with 2.5 kg of a mixture of ice and water, and is neutralized with hydrochloric acid while being briskly stirred. The expected product, which has precipitated, is filtered off, washed with water, and is again mixed into a paste with ethanol and then with isopropyl:ether.

Aufarbeitung

  1. temperatureis heated to 105°-110° C. for approximately 30 minutes
  2. customAt the end of the reaction
  3. customThe expected product, which has precipitated
  4. filtrationis filtered off
  5. washwashed with water
  6. additionis again mixed into a paste with ethanol

Quellen und Nachweise

ORD-Eintrag
ord-5d41e603b53c4fa391571d38ccf8ec84
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05498746

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