Hydrochloric Acid → HCID 21267689, Verbindung

HRID 565186Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 565186
[CH2:1]([O:3][C:4]1[CH:12]=[CH:11][C:10]([O:13][CH2:14][CH3:15])=[CH:9][C:5]=1[CH2:6][CH2:7][NH2:8])[CH3:2].Cl.[N+:17]([O-])([OH:19])=[O:18].[OH-].[Na+]>O>[N+:17]([C:11]1[C:10]([O:13][CH2:14][CH3:15])=[CH:9][C:5]([CH2:6][CH2:7][NH2:8])=[C:4]([O:3][CH2:1][CH3:2])[CH:12]=1)([O-:19])=[O:18]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 944Nitric Acid3×HCID 14798Sodium HydroxideHCID 105845352-(2,5-Diethoxyphenyl)ethanamine

Produkt 1

HCID 21267689HCID 21267689, VerbindungAusbeute 52 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel2×

Reaktionsbedingungen

Temperatur
2.5 °C

Versuchsvorschrift

5.23 g (25 mmol) 2,5-diethoxyphenethylamine N5 was mixed with 10 ml water and cooled to 0° C. while 3 ml conc. HCl was added slowly. The resultant milky emulsion was to cooled 0 to 5° C. and 13.5 ml conc. HNO3 was added slowly and carefully within about 2 hours. The temperature was kept below 10° C. The mixture solidified when about half of the HNO3 had been added. 50 ml icy water was added to render the mixture stirrable. Then the rest of the HNO3 was added. The mixture was warmed up to room temperature and stirred at room temperature for 3 hours, basified to pH>12 with 40% NaOH and then extracted with 2×100 ml CHCl3. The CHCl3 extraction was back washed with 3×100 ml 0.5 M NaOH and dried over 10 g K2CO3. The solvent was evaporated to afford 3.22 g orange oil (yield: 52%), which crystallized when cool.

Aufarbeitung

  1. additionwas added slowly
  2. customwas kept below 10° C
  3. additionhad been added
  4. temperatureThe mixture was warmed up to room temperature
  5. extractionextracted with 2×100 ml CHCl3
  6. extractionThe CHCl3 extraction
  7. washwas back washed with 3×100 ml 0.5 M NaOH
  8. dry with materialdried over 10 g K2CO3
  9. customThe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-32363d4aab3841c1819e87ece45eec0b
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06171866B2

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