Sulfuric Acid → Acrylamide, N-cyclohexyl-

HRID 1607999Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1607999
S(=O)(=O)(O)[OH:2].[C:6](#[N:9])[CH:7]=[CH2:8].[CH:10]1(O)[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1>>[CH:10]1([NH:9][C:6](=[O:2])[CH:7]=[CH2:8])[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Komponenten

4

Edukt 3

HCID 1118Sulfuric Acid2×HCID 7855AcrylonitrileHCID 7966Cyclohexanol

Produkt 1

HCID 137811Acrylamide, N-cyclohexyl-Ausbeute 88 %

Reaktionsbedingungen

Temperatur
45 °C

Versuchsvorschrift

Sulfuric acid (46.0 g) was placed in a 3-liter 3-neck flask and heated to 45° C. A mixture of acrylonitrile (94.5g) and cyclohexanol (180.2g) was prepared and added to the flask simultaneously with additional sulfuric acid (95.8%, 322.3 g) keeping the temperature at 45°-55° C. At the end of the addition, the brown solution was heated to 60° C. for 3 hours. The mixture was then poured into 3 liters of ice water with constant stirring. The white precipitate formed was filtered, washed with water until filtrate is no longer acidic and dried in a vacuum oven at 55° C. to yield N-cyclohexylacrylamide (242.4 g, 88%); m.p. 109°-110° C.

Aufarbeitung

  1. customwas prepared
  2. customat 45°-55° C
  3. additionAt the end of the addition
  4. temperaturethe brown solution was heated to 60° C. for 3 hours
  5. customThe white precipitate formed
  6. filtrationwas filtered
  7. washwashed with water until filtrate
  8. customdried in a vacuum oven at 55° C.

Quellen und Nachweise

ORD-Eintrag
ord-8761072bae0a4388b99225d351adb5c0
Quelldatensatz
uspto-grants-1989_09
Patentnummer
US04868310

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