Hydrochloric Acid → Octadecylacrylamide

HRID 364675

Reaktionsgleichung

Reaktionsgleichung von HRID 364675
[C:1]([CH:5]1CC2O[CH:6]1C=C2)(OC)=[O:2].[CH2:12]([NH2:30])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29].C(Cl)(Cl)Cl.Cl>O>[CH2:12]([NH:30][C:1](=[O:2])[CH:5]=[CH2:6])[CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH3:29]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 6212ChloroformHCID 15793OctadecylamineHCID 12271748Methyl 7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylate

Produkt 1

HCID 73930Octadecylacrylamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

7.2 parts 30% methanolic Na-methylate solution and 77 parts 2-carbomethoxy-7-oxabicyclo(2,2,1)hept-5-ene are added to 134.8 parts stearylamine. The reaction medium is heated to 60° C. and stirred for 15 hours at this temperature. 300 parts of chloroform are next added and the mixture neutralised with 4 parts concentrated hydrochloric acid. 100 parts of water are added, the organic phase is separated off, and the aqueous phase extracted with 50 parts chloroform. The combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. under a vacuum of 20 Torr. The residue is heated in a vacuum to 110° to 120° C. (bath temperature 140° C.). At the conclusion of the furane separation, the sedimentation temperature increases to 140° C. The mixture is cooled down, the product is dissolved in hot acetone, filtered, and allowed to recrystallise. 117 parts N-stearylacrylamide having a melting point of 75° to 77° C. are obtained.

Aufarbeitung

  1. customthe organic phase is separated off
  2. extractionthe aqueous phase extracted with 50 parts chloroform
  3. customThe combined organic phases are reduced in a rotary evaporator at a bath temperature of 90° C. under a vacuum of 20 Torr
  4. temperatureThe residue is heated in a vacuum to 110° to 120° C. (bath temperature 140° C.)
  5. customAt the conclusion of the furane separation
  6. temperaturethe sedimentation temperature increases to 140° C
  7. temperatureThe mixture is cooled down
  8. dissolutionthe product is dissolved in hot acetone
  9. filtrationfiltered
  10. customto recrystallise

Quellen und Nachweise

ORD-Eintrag
ord-cad082970b7d4b8d8e93d03f847f3d2c
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04605740

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