Cyclopentanone → HCID 70982889, Verbindung

HRID 523589Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 523589
[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][CH:7]=1.[C:8]1(=[O:13])[CH2:12][CH2:11][CH2:10][CH2:9]1.[Li]CCCC.C(N(C(C)C)CC)(C)C>C1COCC1>[Br:1][C:2]1[CH:3]=[N:4][CH:5]=[CH:6][C:7]=1[C:8]1([OH:13])[CH2:12][CH2:11][CH2:10][CH2:9]1

Komponenten

6

Edukt 4

HCID 8452CyclopentanoneHCID 122863-BromopyridineHCID 81531DiisopropylethylamineHCID 178418339Butyllithium

Produkt 1

HCID 70982889HCID 70982889, VerbindungAusbeute 34 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

Using analogous reaction condition and reagents as described in Example 20 for the preparation of I-20a above, 3-bromo pyridine solution (1.0 g, 6.36 mmol) was reacted with cyclopentanone solution (0.6 mL, 70 mmol) in dry THF (6 mL), n-BuLi solution (4.0 mL, 7.6 mmol) and diisopropylethyl amine (1.0 mL, 70 mmol) in dry THF (6 mL) to afford the crude product. The crude was purified by column chromatography on silica gel (20% ethyl acetate in hexane) afforded 520 mg of the product (34% yield).

Aufarbeitung

  1. customto afford the crude product
  2. customThe crude was purified by column chromatography on silica gel (20% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-ef14f93232014c65abed3fabb3e69306
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09339501B2

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