Sodium Hydroxide → (Azepan-4-yl)methanol

HRID 1620560Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1620560
O=[C:2]1[NH:8][CH2:7][CH2:6][CH:5]([C:9]([O-])=[O:10])[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>C1COCC1.O>[NH:8]1[CH2:2][CH2:3][CH2:4][CH:5]([CH2:9][OH:10])[CH2:6][CH2:7]1

Komponenten

6

Edukt 3

HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 866787397-Oxoazepane-4-carboxylate

Produkt 1

HCID 22594076(Azepan-4-yl)methanolAusbeute 84,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel3×

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A solution of the obtained 7-oxoazepane-4-carboxylate (2.02 g) in THF (29 mL) was added dropwise to a suspension of lithium aluminum hydride (2.07 g) in THF (80 mL) under ice-cooling. The reaction mixture was stirred at room temperature for 3 hr and at 60° C. overnight. The reaction mixture was ice-cooled, diluted with THF (200 mL), and water (2.02 mL) was slowly added dropwise. Furthermore, 15% aqueous sodium hydroxide solution (2.02 mL) was added dropwise, then water (4.04 mL) was added, and the mixture was stirred at room temperature for 3 hr. The solid was separated by filtration, and the filtrate was concentrated under reduced pressure to give the title compound (1.41 g).

Aufarbeitung

  1. temperaturecooling
  2. temperaturecooled
  3. additionwas slowly added dropwise
  4. stirringthe mixture was stirred at room temperature for 3 hr
  5. customThe solid was separated by filtration
  6. concentrationthe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-956f31ec38a747649b20433590197912
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08772277B2

Notizen zur Reaktion

Wird geladen…