Tetrahydrofuran → HCID 86676230, Verbindung

HRID 1426485Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1426485
[C:1]([O:5][C:6]([N:8]([CH2:17][CH:18]=[CH2:19])[CH:9]([CH2:14][CH:15]=[CH2:16])[C:10](OC)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].O1CCCC1.[H-].C([Al+]CC(C)C)C(C)C.C1(C)C=CC=CC=1>C(C(C(C([O-])=O)O)O)([O-])=O.[Na+].[K+]>[OH:11][CH2:10][CH:9]([N:8]([CH2:17][CH:18]=[CH2:19])[C:6](=[O:7])[O:5][C:1]([CH3:2])([CH3:3])[CH3:4])[CH2:14][CH:15]=[CH2:16]

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 11108397Methyl 2-[[(1,1-dimethylethoxy)carbonyl]-2-propen-1-ylamino]-4-pentenoateHCID 86583787Diisobutylaluminumhydride toluene

Produkt 1

HCID 86676230HCID 86676230, VerbindungAusbeute 83,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 9855836Potassium sodium tartarateLösungsmittel

Versuchsvorschrift

To a mixture of methyl 2-[(tert-butoxycarbonyl)(prop-2-en-1-yl)amino]pent-4-enoate (5.0 g) produced above and tetrahydrofuran (100 mL) was added 1M diisobutylaluminum hydride/toluene solution (60 mL) at 0° C., and the mixture was stirred at the same temperature for 15 min. The reaction mixture was diluted with aqueous potassium sodium tartrate solution, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous sodium sulfate. Insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (3.76 g).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialThe extract was dried over anhydrous sodium sulfate
  3. filtrationInsoluble material was filtered off
  4. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5958d6c9a3684e60bc90d8ddaed47bd9
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08933069B2

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