Hydrochloric Acid → HCID 86670933, Verbindung

HRID 515275Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 515275
[Br:1][C:2]1[CH:31]=[C:30]([N+:32]([O-])=O)[CH:29]=[CH:28][C:3]=1[O:4][CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]([OH:27])([C:23]([F:26])([F:25])[F:24])[C:19]([F:22])([F:21])[F:20])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1.Cl>CC(O)C.ClCCl.[Fe]>[NH2:32][C:30]1[CH:29]=[CH:28][C:3]([O:4][CH:5]2[CH2:10][CH2:9][N:8]([CH2:11][C:12]3[CH:13]=[CH:14][C:15]([C:18]([OH:27])([C:23]([F:26])([F:24])[F:25])[C:19]([F:20])([F:21])[F:22])=[CH:16][CH:17]=3)[CH2:7][CH2:6]2)=[C:2]([Br:1])[CH:31]=1

Komponenten

6

Edukt 2

HCID 313Hydrochloric AcidHCID 866709322-(4-((4-(2-Bromo-4-nitrophenoxy)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol

Produkt 1

HCID 86670933HCID 86670933, VerbindungAusbeute 90,8 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23925IronKatalysatorHCID 3776IsopropanolLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Iron (94 mmol, 5.24 g) (reduced powder) was added to a suspension 2-(4-((4-(2-bromo-4-nitrophenoxy)piperidin-1-yl)methyl)phenyl)-1,1,1,3,3,3-hexafluoropropan-2-ol (9.40 mmol, 5.24 g) in 2-propanol (100 mL) containing concentrated hydrochloric acid (1 mL) and the mixture refluxed for 4.5 hours. The mixture was cooled, diluted with dichloromethane and filtered through dicalite. The filtrate was washed with sodium carbonate solution, the organic phase dried over magnesium sulfate and concentrated under reduced pressure to afford the title compound (4.5 g).

Aufarbeitung

  1. temperaturethe mixture refluxed for 4.5 hours
  2. temperatureThe mixture was cooled
  3. filtrationfiltered through dicalite
  4. washThe filtrate was washed with sodium carbonate solution
  5. dry with materialthe organic phase dried over magnesium sulfate
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-19422ed402314bf1a53197ff99adffdb
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09108939B2

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