Aluminium lithium hydride → 3,3-Difluoro-cyclopentaneMethanol

HRID 15001Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 15001
[H-].[Al+3].[Li+].[H-].[H-].[H-].[F:7][C:8]1([F:18])[CH2:12][CH2:11][CH:10]([C:13](OCC)=[O:14])[CH2:9]1>C1COCC1.C(OCC)C>[F:7][C:8]1([F:18])[CH2:12][CH2:11][CH:10]([CH2:13][OH:14])[CH2:9]1

Komponenten

5

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 58024202HCID 58024202, Verbindung

Produkt 1

HCID 593409733,3-Difluoro-cyclopentaneMethanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

6.4 ml of a 1M solution of lithium aluminum hydride in THF are initially charged in 40 ml of diethyl ether. With ice cooling, 1.12 g of ethyl 3,3-difluoro-cyclopentanecarboxylate dissolved in 10 ml of diethyl ether are added dropwise under argon. After one hour, the cooling bath is removed, and the reaction mixture is stirred for another three hours. The reaction mixture is then poured onto ice-cold saturated ammonium chloride solution and filtered off over a filtration aid. The filtrate is washed with saturated NaHCO3 solution, dried over MgSO4 and concentrated under reduced pressure. This gives 625 mg of (3,3-difluorocyclopentyl)methanol.

Aufarbeitung

  1. additionare added dropwise under argon
  2. customthe cooling bath is removed
  3. additionThe reaction mixture is then poured onto ice-cold saturated ammonium chloride solution
  4. filtrationfiltered off over a filtration aid
  5. washThe filtrate is washed with saturated NaHCO3 solution
  6. dry with materialdried over MgSO4
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3ec67cf4abdb426688e975825bd2c4be
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07732440B2

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