Sulfuric Acid → N-Dodecylacrylamide

HRID 2051932

Reaktionsgleichung

Reaktionsgleichung von HRID 2051932
[C:1](#N)[CH:2]=[CH2:3].[CH3:5][C:6]#[CH:7].C1[C:21]2[NH:20][C:19]3[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=3)S[C:12]=2[CH:11]=CC=1.S(=O)(=O)(O)[OH:23]>>[CH2:19]([NH:20][C:21](=[O:23])[CH:12]=[CH2:11])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:3][CH2:2][CH2:1][CH2:7][CH2:6][CH3:5]

Komponenten

5

Edukt 4

HCID 1118Sulfuric AcidHCID 6335PropyneHCID 7108PhenothiazineHCID 7855Acrylonitrile

Produkt 1

HCID 73929N-Dodecylacrylamide

Versuchsvorschrift

To acrylonitrile (212 pbw), propylene tetramer (673 pbw) and phenothiazine (0.4 pbw) is added 85% sulfuric acid (520 pbw) at 40° C. over a period of one hour. The mixture is held at 40° to 42° C. for 12 hours. After cooling the upper layer of unreacted olefin is separated and the lower layer poured into ice water (1600 pbw). This mixture is stirred overnight then partitioned with 2 portions (500 pbw) of toluene. The combined organic phase is worked with 3 portions of water totalling 300 pbw and then to neutrality with 20% sodium carbonate. After drying over sodium sulfate and the addition of p-methoxyphenol, the solution is concentrated in vacuo to obtain the title product as a viscous yellow liquid (572 pbw).

Aufarbeitung

  1. customis separated
  2. additionthe lower layer poured into ice water (1600 pbw)
  3. customthen partitioned with 2 portions (500 pbw) of toluene
  4. dry with materialAfter drying over sodium sulfate
  5. additionthe addition of p-methoxyphenol
  6. concentrationthe solution is concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-32fed97e5a6547c58242fe738753d823
Quelldatensatz
uspto-grants-1980_01
Patentnummer
US04182790

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