1,4-Dioxane → (1R,2R)-2-Amino-2,3-dihydro-1H-inden-1-ol

HRID 722271Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 722271
[C:1]1(=[O:12])[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[N:10]O.O1CCOCC1>CCO>[NH2:10][C@@H:2]1[CH2:3][C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[C@H:1]1[OH:12]

Komponenten

4

Edukt 2

HCID 312751,4-DioxaneHCID 63990382-Oximino-1-indanone

Produkt 1

HCID 10898857(1R,2R)-2-Amino-2,3-dihydro-1H-inden-1-olAusbeute 171,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A solution of indan-1,2-dione-2-oxime (6.2g, 39mmol) in EtOH (470 ml) and 4MHCl/Dioxane (36 ml) was hydrogenated at room temperature and 40 psi. The reaction mixture was filtered through celite, washed with EtOH (30 ml) and concentrated under reduced pressure to give 10 g of an off-white solid which was recrystallised from EtOH to give the title compound (5 g, 86%) as a white solid.

Aufarbeitung

  1. customwas hydrogenated at room temperature
  2. filtrationThe reaction mixture was filtered through celite
  3. washwashed with EtOH (30 ml)
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9aecac21b87c419eb310ab727ccb8096
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07138415B2

Notizen zur Reaktion

Wird geladen…