Hydrochloric Acid → HCID 178443779, Verbindung

HRID 389789

Reaktionsgleichung

Reaktionsgleichung von HRID 389789
[CH2:1]([CH2:8][N:9]=[C:10]([NH2:12])[NH2:11])[CH2:2][C@H:3]([NH2:7])[C:4]([OH:6])=[O:5].O.[CH2:14]([O:18][CH2:19][CH:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][CH3:24])[CH:15]1[O:17][CH2:16]1.[ClH:27]>C(O)C>[ClH:27].[OH:17][CH:15]([CH2:14][O:18][CH2:19][CH:20]([CH2:25][CH3:26])[CH2:21][CH2:22][CH2:23][CH3:24])[CH2:16][NH:7][C@H:3]([C:4]([OH:6])=[O:5])[CH2:2][CH2:1][CH2:8][NH:9][C:10](=[NH:12])[NH2:11]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 6322L-ArginineHCID 171622-Ethylhexyl glycidyl ether

Produkt 1

HCID 178443779HCID 178443779, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
78 °C

Versuchsvorschrift

In a four-necked 200-mL flask equipped with a reflux cooling tube, a dropping funnel, a thermometer and a stirring blade, 9.4 g (53.7 mmol) of L(+)-arginine, 50.0 g of water and 50.0 g of ethanol were placed, and the mixture was heated to 78° C. while being stirred under a nitrogen atmosphere. Subsequently, the inside of the reaction system was maintained at 78 to 80° C., 10.0 g (53.7 mmol) of 2-ethylhexyl glycidyl ether was added dropwise thereto. Thereafter, the mixture was aged for 4 hours at 78 to 80° C., and then was returned to room temperature. Subsequently, 9.8 g (53.7 mmol) of a 6 mol/L aqueous solution of hydrochloric acid was added thereto to neutralize the mixture. Water and ethanol were completely distilled off from the reaction solution under reduced pressure, and thus 21.6 g of N-[2-hydroxy-3-(2-ethylhexyl)oxypropyl]-L-arginine hydrochloride was obtained as a white solid. This compound corresponds to the compound 2 of Table 1.

Aufarbeitung

  1. customIn a four-necked 200-mL flask equipped with a reflux
  2. temperaturecooling tube, a dropping funnel
  3. temperatureSubsequently, the inside of the reaction system was maintained at 78 to 80° C.
  4. customwas returned to room temperature
  5. distillationWater and ethanol were completely distilled off from the reaction solution under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-15fe06c25ccf4ed8b5916210603db5ca
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08382912B2

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