Hydrochloric Acid → N-nonanoyl tyramine

HRID 963536

Reaktionsgleichung

Reaktionsgleichung von HRID 963536
[C:1](Cl)(=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].[NH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1.C(N(CC)CC)C.Cl>O1CCCC1O>[C:1]([NH:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([OH:21])=[CH:17][CH:16]=1)(=[O:10])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 5610TyramineHCID 8471TriethylamineHCID 69819Nonanoyl chloride

Produkt 1

HCID 15343996N-nonanoyl tyramine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 93002Tetrahydro-2-hydroxyfuranLösungsmittel

Versuchsvorschrift

N-nonanoyl tyramine was prepared by adding dropwise about 2.74 moles of nonanoyl chloride to a cooled solution comprising about 1.0 g tyramine and about 2.03 ml of triethylamine in 35 ml of tetrahydrofuranol (THF). The reaction mixture was stirred at room temperature for 48 hours. It was then poured into about 70 ml of 10% HCl solution and the mixture extracted with ethyl acetate (3×50 ml). The ethyl acetate layer was separated, dried (MgSO4) and concentrated under reduced pressure to give a crude N-nonanoyl tyramine product. The product was purified by chromatography on a silica gel column eluted with methylene chloride/ethyl acetate (30:1).

Aufarbeitung

  1. customN-nonanoyl tyramine was prepared
  2. extractionthe mixture extracted with ethyl acetate (3×50 ml)
  3. customThe ethyl acetate layer was separated
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-1981fe78058e43c7bbe3adf5b6e10072
Quelldatensatz
uspto-grants-1998_06
Patentnummer
US05763492

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