Toluene → N-[5-tert-Butyl-4-(hexadecyloxy)-2-hydroxyphenyl]acetamide

HRID 1583918Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1583918
[C:1]([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O: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][CH2:26][CH3:27])=[CH:7][C:6]=1[OH:28])(=[O:3])[CH3:2].[C:29]1([CH3:35])[CH:34]=CC=C[CH:30]=1.C=C(C)C>CCCCCC>[C:1]([NH:4][C:5]1[CH:10]=[C:9]([C:29]([CH3:35])([CH3:34])[CH3:30])[C:8]([O: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][CH2:26][CH3:27])=[CH:7][C:6]=1[OH:28])(=[O:3])[CH3:2]

Komponenten

5

Edukt 3

HCID 1140TolueneHCID 8255IsobutyleneHCID 13765207N-[4-(Hexadecyloxy)-2-hydroxyphenyl]acetamide

Produkt 1

HCID 20257269N-[5-tert-Butyl-4-(hexadecyloxy)-2-hydroxyphenyl]acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

A mixture of 30.0 g of 2-acetylamino-5-hexadecyloxyphenol obtained in Synthesis Example 3, 20.0 g of Amberlyst 15 (produced by Rohm & Haas, Co., U.S.A.) and 300 ml of toluene was stirred while heating at 80° to 90° C. during which isobutene was bubbled therethrough for 5 hours. The reaction solution was filtered to remove solids and the filtrate was condensed. On adding 350 ml of n-hexane to the residue, crystals precipitated. The crystals were collected by filtration. 23.5 g of 2-acetylamino-4-tert-butyl-5-hexadecyloxyphenol was obtained.

Aufarbeitung

  1. customwas bubbled
  2. filtrationThe reaction solution was filtered
  3. customto remove solids
  4. customcondensed
  5. customprecipitated
  6. filtrationThe crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-32d51b714aea4e5984c9af9dad9211f9
Quelldatensatz
uspto-grants-1985_11
Patentnummer
US04555470

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