Hexane → 2,6-Di-tert-butyl-4-(2-nitrostyryl)phenol

HRID 53852

Reaktionsgleichung

Reaktionsgleichung von HRID 53852
[C:1]([C:5]1[CH:6]=[C:7]([CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])[CH:8]=O)([CH3:4])([CH3:3])[CH3:2].[N+:18]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=1[CH2:27]C(O)=O)([O-:20])=[O:19].N1CCCCC1.CCCCCC>C1(C)C(C)=CC=CC=1>[C:1]([C:5]1[CH:6]=[C:7]([CH:8]=[CH:27][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][C:21]=2[N+:18]([O-:20])=[O:19])[CH:10]=[C:11]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:12]=1[OH:13])([CH3:4])([CH3:3])[CH3:2]

Komponenten

6

Edukt 4

HCID 8058HexaneHCID 8082PiperidineHCID 732193,5-Di-tert-butyl-4-hydroxybenzaldehydeHCID 77337(2-Nitrophenyl)acetic acid

Produkt 1

HCID 541417492,6-Di-tert-butyl-4-(2-nitrostyryl)phenolAusbeute 62,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7237O-XyleneLösungsmittel

Versuchsvorschrift

To a solution of 3,5-di-tert-butyl-4-hydroxybenzaldehyde (8.09 g, 34.5 mmol) and 2-nitrophenylacetic acid (9.40 g, 51.9 mmol) in xylene (60 ml) was added piperidine (0.3 ml) and the mixture was heated under reflux for 26 hrs while removing water producing with the progress of reaction. After allowing to stand overnight, hexane was added to afford as crystals 2,6-di-tert-butyl-4-(2-nitrostyryl)phenol (7.67 g, 62.9%).

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 26 hrs
  3. customwhile removing water producing
  4. customwith the progress of reaction

Quellen und Nachweise

ORD-Eintrag
ord-3925ace3a9be4734b0ae067507043c4f
Quelldatensatz
uspto-grants-1997_04
Patentnummer
US05621010

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