Benzyl Bromide → 4-Benzyloxy-2-methoxybenzaldehyde

HRID 471428

Reaktionsgleichung

Reaktionsgleichung von HRID 471428
[OH:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([O:10][CH3:11])[CH:3]=1.[CH2:12](Br)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH2:12]([O:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[C:4]([O:10][CH3:11])[CH:3]=1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Komponenten

5

Edukt 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 5195414-Hydroxy-2-Methoxybenzaldehyde

Produkt 1

HCID 42939904-Benzyloxy-2-methoxybenzaldehydeAusbeute 62,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

4-Hydroxy-2-methoxybenzaldehyde (2.0 g, 13.15 mmol), benzyl bromide (3.14 mL, 26.3 mmol) and potassium carbonate (3.63 g, 26.3 mmol) are combined in acetone (5 mL) and the mixture is stirred for 4 hours. The mixture is concentrated under vacuum, suspended in dichloromethane and washed with water. The organic phase is concentrated under vacuum and the residue purified by flash chromatography (10% ethyl acetate in cyclohexane) to give the title compound (yield 2.0 g).

Aufarbeitung

  1. concentrationThe mixture is concentrated under vacuum
  2. washwashed with water
  3. concentrationThe organic phase is concentrated under vacuum
  4. customthe residue purified by flash chromatography (10% ethyl acetate in cyclohexane)

Quellen und Nachweise

ORD-Eintrag
ord-261053784076497a937144debb75293a
Quelldatensatz
uspto-grants-2014_01
Patentnummer
US08633182B2

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