Hydroquinone → N-Octyl-beta-alanine

HRID 65420

Reaktionsgleichung

Reaktionsgleichung von HRID 65420
[CH2:1]([NH2:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].C1(C=CC(O)=CC=1)O.[C:18]([OH:22])(=[O:21])[CH:19]=[CH2:20].[OH-].[Na+]>CC(C)=O.CO>[CH2:1]([NH:9][CH2:20][CH2:19][C:18]([OH:22])=[O:21])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]

Komponenten

7

Edukt 4

HCID 785HydroquinoneHCID 6581Acrylic AcidHCID 8143OctylamineHCID 14798Sodium Hydroxide

Produkt 1

HCID 13765821N-Octyl-beta-alanineAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a mixture of n-octylamine (516 g, 4.0 mols), hydroquinone (200 mg) and methanol (400 ml), acrylic acid (144 g, 2.0 mols) was added dropwise with stirring while cooling with ice. After addition, the mixture was refluxed while heating for 4 hours. After cooled to room temperature, NaOH (80 g, 2.0 mols) was added. The reaction mixture was despersed in 6 liters of acetone, and filtration and drying were carried out to obtain the Na salt of N-n-octyl-β-alanine as white crystals having a melting point (dec.) of 242° C. (349 g Yield: 78%).

Aufarbeitung

  1. additionwas added dropwise
  2. temperaturewhile cooling with ice
  3. additionAfter addition
  4. temperaturethe mixture was refluxed
  5. temperaturewhile heating for 4 hours
  6. filtrationfiltration
  7. customdrying

Quellen und Nachweise

ORD-Eintrag
ord-5e8802d8235240cab6cb20b4167dd222
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04614699

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