Phosphorus tribromide → 5-Benzyloxy-2-[2-(4-bromomethyl-phenyl)-ethyl]-2H-pyridazin-3-one

HRID 564166Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 564166
[CH2:1]([O:8][C:9]1[CH:14]=[N:13][N:12]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23]O)=[CH:19][CH:18]=2)[C:11](=[O:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:27].C([O-])(O)=O.[Na+]>C(Cl)Cl>[CH2:1]([O:8][C:9]1[CH:14]=[N:13][N:12]([CH2:15][CH2:16][C:17]2[CH:22]=[CH:21][C:20]([CH2:23][Br:27])=[CH:19][CH:18]=2)[C:11](=[O:25])[CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 24614Phosphorus tribromideHCID 516892Sodium BicarbonateHCID 670075955-Benzyloxy-2-[2-(4-hydroxymethyl-phenyl)-ethyl]-2H-pyridazin-3-one

Produkt 1

HCID 670076305-Benzyloxy-2-[2-(4-bromomethyl-phenyl)-ethyl]-2H-pyridazin-3-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To 240 mg (0.71 mmol) 5-benzyloxy-2-[2-(4-hydroxymethyl-phenyl)-ethyl]-2H-pyridazin-3-one (example 21.1a) in 2.0 mL of DCM is added at 0° C. 134 μL (1.43 mmol) phosphorus tribromide. The mixture is stirred 4 h at RT, cooled to 0° C. and aqueous saturated NaHCO3-solution is added until pH >7. The layers are separated, the aqueous phase is extracted with DCM and the combined organic phase is washed with water, dried over MgSO4, filtered and the solvent is evaporated.

Aufarbeitung

  1. temperaturecooled to 0° C.
  2. customThe layers are separated
  3. extractionthe aqueous phase is extracted with DCM
  4. washthe combined organic phase is washed with water
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-e17ffe1c877e47c2bd5825e80cb66eae
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08067590B2

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