Ammonium Hydroxide → 3-Hydroxydodecanamide

HRID 1872800Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1872800
[OH:1][CH:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:3][C:4](O)=[O:5].Cl.C([N:19]=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1.[OH-].[NH4+]>O1CCCC1.C(OCC)(=O)C>[OH:1][CH:2]([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15])[CH2:3][C:4]([NH2:19])=[O:5]

Komponenten

7

Edukt 4

HCID 14923Ammonium HydroxideHCID 757711-HydroxybenzotriazoleHCID 94216(+-)-3-Hydroxydodecanoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride

Produkt 1

HCID 186873013-HydroxydodecanamideAusbeute 98,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 3-hydroxydodecanoic acid (0.26 g) in tetrahydrofuran (4 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.18 g) and 1-hydroxybenzotriazole (0.24 g). After stirring for 30 minutes, 28% ammonium hydroxide (0.17 ml) was added and the mixture was stirred at room temperature overnight. Then, the mixture was diluted with ethyl acetate (100 ml) and washed with 0.1 N-hydrochloric acid (100 ml×2), saturated sodium bicarbonate (50 ml), and brine (50 ml). After drying over magnesium sulfate and evaporation, the residue was recrystallized from isopropyl alcohol (1 ml) to give 3-hydroxydodecanamide (0.20 g).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature overnight
  2. washwashed with 0.1 N-hydrochloric acid (100 ml×2), saturated sodium bicarbonate (50 ml), and brine (50 ml)
  3. dry with materialAfter drying over magnesium sulfate and evaporation
  4. customthe residue was recrystallized from isopropyl alcohol (1 ml)

Quellen und Nachweise

ORD-Eintrag
ord-e2e7252397d045e385e6c22256d35e6c
Quelldatensatz
uspto-grants-2000_08
Patentnummer
US06110933

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