Benzyl Bromide → HCID 85975948, Verbindung

HRID 1622108Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1622108
[Br:1][C:2]1[CH:3]=[C:4]([CH:9]=[C:10]([CH:13]=[O:14])[C:11]=1[OH:12])[C:5]([O:7][CH3:8])=[O:6].[CH2:15](Br)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C(=O)(O)[O-].[K+]>CC(C)=O>[CH2:15]([O:12][C:11]1[C:10]([CH:13]=[O:14])=[CH:9][C:4]([C:5]([O:7][CH3:8])=[O:6])=[CH:3][C:2]=1[Br:1])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 516893Potassium BicarbonateHCID 71711084Methyl 3-bromo-5-formyl-4-hydroxybenzoate

Produkt 1

HCID 85975948HCID 85975948, VerbindungAusbeute 64,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Methyl 3-bromo-5-formyl-4-hydroxybenzoate (11.5 g, 44.39 mmol) was dissolved in acetone (100 mL) and then benzylbromide (8.35 g, 48.83 mmol) and potassium bicarbonate (6.74 g, 48.83 mmol) were added. The mixture was stirred overnight and the organic layer was washed with water. The organic layer was separated, dried over MgSO4 and concentrated. Product was purified from the residue by flash silica gel chromatography to give methyl 4-benzyloxy-3-bromo-5-formyl-benzoate (10.0 g).

Aufarbeitung

  1. washthe organic layer was washed with water
  2. customThe organic layer was separated
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customProduct was purified from the residue by flash silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-bb69740b9d234c069cd5a81612d9ed14
Quelldatensatz
uspto-grants-2014_07
Patentnummer
US08778625B2

Notizen zur Reaktion

Wird geladen…