Lithium borohydride → 6-Hydroxyspiro[2.5]octane-5-carbonitrile

HRID 1852474Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1852474
[O:1]=[C:2]1[CH2:9][CH2:8][C:5]2([CH2:7][CH2:6]2)[CH2:4][CH:3]1[C:10]#[N:11].[BH4-].[Li+]>C1COCC1.O>[OH:1][CH:2]1[CH2:9][CH2:8][C:5]2([CH2:6][CH2:7]2)[CH2:4][CH:3]1[C:10]#[N:11]

Komponenten

5

Edukt 2

HCID 4148881Lithium borohydrideHCID 867310106-Oxospiro[2.5]octane-5-carbonitrile

Produkt 1

HCID 867310116-Hydroxyspiro[2.5]octane-5-carbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of 6-oxospiro[2.5]octane-5-carbonitrile (130 mg, 0.87 mmol) in THF (4.3 mL) was stirred at ambient temperature and lithium borohydride (76 mg, 3.5 mmol) was added. The resulting mixture was stirred at ambient temperature for 16 hours. The mixture was diluted with water and extracted with EtOAc (2×). The combined organic extracts were washed with water, brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to afford the title compound. The material was used without further purification.

Aufarbeitung

  1. extractionextracted with EtOAc (2×)
  2. washThe combined organic extracts were washed with water, brine
  3. dry with materialdried over anhydrous Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-713ed157942f44dbadb358a83569b8a8
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962608B2

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