4-Aminophenol → Octadecanamide, N-(4-hydroxyphenyl)-

HRID 1738333Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1738333
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][CH:3]=1.[C:9](O)(=[O:27])[CH2:10][CH2:11][CH2:12][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][CH3:26].C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C(C)=CC=CC=1.O>[OH:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:9](=[O:27])[CH2:10][CH2:11][CH2:12][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][CH3:26])=[CH:3][CH:4]=1

Komponenten

6

Edukt 3

HCID 4034-AminophenolHCID 5281Stearic AcidHCID 6101p-Toluenesulfonic acid

Produkt 1

HCID 7689Octadecanamide, N-(4-hydroxyphenyl)-

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 7237O-XyleneLösungsmittel2×

Reaktionsbedingungen

Temperatur
110 °C

Versuchsvorschrift

A 3-liter flask was charged with 218 grams (2 moles) of 4-aminophenol, 538 grams (1.9 moles) of stearic acid, 20 grams of p-toluenesulfonic acid, 300 ml of xylene and swept with nitrogen. The flask was fitted with a Dean-Stark trap for water removal and the contents heated with stirring to 220° C. with water and xylene removal for 2 hours. Twenty-eight milliliters of water were removed. The contents of the flask were cooled to 110° C. and poured into a polyethylene container, which was stripped of volatiles at 125-130° C. at 29 inches of Hg vacuum to give 737 grams of a waxy solid with an infrared spectroscopic spectra showing phenolic and amide functional groups.

Aufarbeitung

  1. temperaturethe contents heated
  2. customTwenty-eight milliliters of water were removed
  3. additionpoured into a polyethylene container, which
  4. customwas stripped of volatiles at 125-130° C. at 29 inches of Hg vacuum
  5. customto give 737 grams of a waxy solid with an infrared spectroscopic spectra

Quellen und Nachweise

ORD-Eintrag
ord-372da8527aae44889944e32883bd2356
Quelldatensatz
uspto-grants-1999_10
Patentnummer
US05962562

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