Water → N-{2-[6-(cyanomethyl)-1,3-benzodioxol-5-yl]ethyl}acetamide

HRID 462098Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 462098
Cl[CH2:2][C:3]1[C:8]([CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])=[CH:7][C:6]2[O:15][CH2:16][O:17][C:5]=2[CH:4]=1.[C-:18]#[N:19].[Na+].O>CS(C)=O>[C:18]([CH2:2][C:3]1[C:8]([CH2:9][CH2:10][NH:11][C:12](=[O:14])[CH3:13])=[CH:7][C:6]2[O:15][CH2:16][O:17][C:5]=2[CH:4]=1)#[N:19]

Komponenten

5

Edukt 3

HCID 962WaterHCID 8929Sodium CyanideHCID 21824570N-(6-Chloromethyl-3,4-methylenedioxyphenethyl) acetamide

Produkt 1

HCID 1236400N-{2-[6-(cyanomethyl)-1,3-benzodioxol-5-yl]ethyl}acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel

Versuchsvorschrift

4.7 g of N-(6-chloromethyl-3,4-methylenedioxyphenethyl) acetamide was dissolved in 10 ml of DMSO and 1.32 g (0.028 mole) of sodium cyanide added to the stirred solution. Within a few minutes, the temperature rose from 25° to 32° C. After 1.5 hrs at ambient temperature the mixture was poured into ice and water. The suspension was extracted with three 50-ml portions of benzene. The benzene layers were washed with saturated brine six times, then with water, the solution dried, and the solvent distilled in the rotary evaporator leaving the above-named product as a crystalline solid, m.p. 153.3-155.5.

Aufarbeitung

  1. waitWithin a few minutes
  2. customrose from 25° to 32° C
  3. extractionThe suspension was extracted with three 50-ml portions of benzene
  4. washThe benzene layers were washed with saturated brine six times
  5. dry with materialwith water, the solution dried
  6. distillationthe solvent distilled in the rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-8a1e2e70c97043dd951e32df7c6106a4
Quelldatensatz
uspto-grants-1977_12
Patentnummer
US04065473

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