Hydrochloric Acid → 1-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one

HRID 2168730Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2168730
[Br:1][C:2]1[CH:7]=[C:6](/[CH:8]=[C:9](/[N+]([O-])=O)\[CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1.Cl.C[OH:26]>[Fe]>[Br:1][C:2]1[CH:7]=[C:6]([CH2:8][C:9](=[O:26])[CH2:10][CH2:11][CH2:12][CH3:13])[CH:5]=[CH:4][C:3]=1[O:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 673721002-bromo-1-cyclohexyloxy-4-((E)-2-nitro-hex-1-enyl)-benzene

Produkt 1

HCID 673736281-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 23925IronKatalysator

Versuchsvorschrift

2-Bromo-1-cyclohexyloxy-4-((E)-2-nitro-hex-1-enyl)-benzene (8.3 mmol, 3.2 g), and iron powder (41.8 mmol, 2.3 g) were dispersed in methanol (20 mL), 3.0 N HCl (20 mL) and heated to reflux for 3.0 h. Cooled the reaction mixture to room temperature, filtered through celite washed with ether. Organic layer separated, dried (Na2SO4) filtered and concentrated under reduced pressure to provide 1-(3-Bromo-4-cyclohexyloxy-phenyl)-hexan-2-one (2.5 g).

Aufarbeitung

  1. temperatureto reflux for 3.0 h
  2. filtrationfiltered through celite
  3. washwashed with ether
  4. customOrganic layer separated
  5. dry with materialdried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-829e2908581b4fa68c43f37c3a396a9f
Quelldatensatz
uspto-grants-2015_06
Patentnummer
US09045461B2

Notizen zur Reaktion

Wird geladen…