Sodium Carbonate → 1-BOC-4-(4-bromophenoxy)piperidine

HRID 341168

Reaktionsgleichung

Reaktionsgleichung von HRID 341168
[Br:1][C:2]1[CH:14]=[CH:13][C:5]([O:6][CH:7]2[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)=[CH:4][CH:3]=1.C([O-])([O-])=O.[Na+].[Na+].[O:21](C(OC(C)(C)C)=O)[C:22]([O:24][C:25]([CH3:28])([CH3:27])[CH3:26])=O>O1CCOCC1.O>[C:25]([O:24][C:22]([N:10]1[CH2:9][CH2:8][CH:7]([O:6][C:5]2[CH:13]=[CH:14][C:2]([Br:1])=[CH:3][CH:4]=2)[CH2:12][CH2:11]1)=[O:21])([CH3:28])([CH3:27])[CH3:26]

Komponenten

6

Edukt 3

HCID 10340Sodium CarbonateHCID 90495Di-tert-butyl dicarbonateHCID 126455664-(4-Bromophenoxy)piperidine

Produkt 1

HCID 467390061-BOC-4-(4-bromophenoxy)piperidineAusbeute 86,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 4-(4-Bromo-phenoxy)-piperidine (1 g, 3.9 mmol) in dioxane (20 ml), water (20 ml) added Na2CO3 (1.6 g, 18.9 mmol) and (BOC)2O (1.3 g, 5.9 mmol). Reaction stirred at ambient for 48 hours, solvent was removed under reduced pressure and residue partitioned between EtOAc and water the layers were separated. The organic layer was washed with brine, dried (MgSO4), and concentrated under reduced pressure to give (1.2 g) of product.

Aufarbeitung

  1. customReaction
  2. customsolvent was removed under reduced pressure and residue
  3. custompartitioned between EtOAc and water the layers
  4. customwere separated
  5. washThe organic layer was washed with brine
  6. dry with materialdried (MgSO4)
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c093a24d27e94e44a89572729fb84f14
Quelldatensatz
uspto-grants-2014_11
Patentnummer
US08895745B2

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