Hydrochloric Acid → 4-(2-Hydroxyethylamino)-1-dodecyloxy-2-methyl-2-butanol

HRID 1105

Reaktionsgleichung

Reaktionsgleichung von HRID 1105
[NH2:1][CH2:2][C:3]([OH:5])=O.[OH-].[Na+].[CH2:8]([O: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]CC)[CH:9]1[O:11][CH2:10]1.Cl.[CH2:28](O)[CH3:29]>>[OH:5][CH2:3][CH2:2][NH:1][CH2:28][CH2:29][C:9]([CH3:10])([OH:11])[CH2:8][O:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24]

Komponenten

6

Edukt 5

HCID 313Hydrochloric AcidHCID 702Ethanol2×HCID 750GlycineHCID 14798Sodium HydroxideHCID 38190Oxirane, 2-((tetradecyloxy)methyl)-

Produkt 1

HCID 196946244-(2-Hydroxyethylamino)-1-dodecyloxy-2-methyl-2-butanolAusbeute 30,7 %

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

A 300-ml two-necked flask equipped with a stirrer was charged with 7.51 g (0.1 mol) of glycine, 8.3 g (0.1 mol) of 48% NaOH and 200 ml of ethanol. While stirring the mixture at 80° C., an ethanol solution of 2.70 g (10 mmol) of tetradecyl glycidyl ether was added, and the resultant mixture was stirred for 3 hours. After ethanol was distilled off under reduced pressure, methanol and hydrochloric acid was added to the mixture to acidify it. The mixture was subjected to extraction with chloroform. The resultant extract was concentrated under reduced pressure, and the residue was then purified by column chromatography on silica gel, thereby obtaining 1.17 g (yield: 30.7%) of the title compound [(IIa-10) hydrochloride].

Aufarbeitung

  1. customA 300-ml two-necked flask equipped with a stirrer
  2. distillationAfter ethanol was distilled off under reduced pressure, methanol and hydrochloric acid
  3. additionwas added to the mixture
  4. extractionThe mixture was subjected to extraction with chloroform
  5. extractionThe resultant extract
  6. concentrationwas concentrated under reduced pressure
  7. customthe residue was then purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-5d521726c64849569940c6f7bb84cf4f
Quelldatensatz
uspto-grants-1998_03
Patentnummer
US05723497

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