2-Furanpropionic acid → HCID 68816692, Verbindung

HRID 730025

Reaktionsgleichung

Reaktionsgleichung von HRID 730025
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH2:6][CH2:7][C:8]([OH:10])=O.[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13]([CH:20]([NH2:22])[CH3:21])=[CH:12]1.Cl.C(N=C=NCCCN(C)C)C.ON1C2C=CC=CC=2N=N1>O.CN(C)C=O.C(N(CC)CC)C>[S:11]1[C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=2[C:13]([CH:20]([NH:22][C:8](=[O:10])[CH2:7][CH2:6][C:2]2[O:1][CH:5]=[CH:4][CH:3]=2)[CH3:21])=[CH:12]1

Komponenten

8

Edukt 4

HCID 702862-Furanpropionic acidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 14152978α-Methylbenzo[b]thiophene-3-methanamine

Produkt 1

HCID 68816692HCID 68816692, VerbindungAusbeute 83,9 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittelHCID 8471TriethylamineLösungsmittel

Versuchsvorschrift

3-(2-Furyl)propionic acid (368 mg), 1-(benzothiophen-3-yl)ethylamine (443 mg), N-ethyl-N′-dimethylaminopropylcarbodiimide hydrochloride (575 mg), 1-hydroxybenzotriazole (405 mg), and triethylamine (304 mg) were added to dehydrated dimethylformamide (DMF, 15 mL), and stirred at room temperature for 12 hours. The reaction mixture was added with water, and extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to obtain 628 mg of the title compound.

Aufarbeitung

  1. extractionextracted with ethyl acetate
  2. customThe organic layer was dried
  3. customthe solvent was evaporated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=2:1)

Quellen und Nachweise

ORD-Eintrag
ord-8742676b326040279d416fe2de78f1dd
Quelldatensatz
uspto-grants-2009_09
Patentnummer
US07582658B2

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