2,4-Dihydroxybenzaldehyde → 2,4-Bis(benzyloxy)benzaldehyde

HRID 322859

Reaktionsgleichung

Reaktionsgleichung von HRID 322859
[OH:1][C:2]1[CH:9]=[C:8](O)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5].[C:11](=[O:14])([O-])[O-].[K+].[K+].[CH2:17](Br)[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>CN(C)C=O>[CH2:17]([O:1][C:2]1[CH:9]=[C:8]([O:14][CH2:11][C:2]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:3]=2)[CH:7]=[CH:6][C:3]=1[CH:4]=[O:5])[C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1

Komponenten

5

Edukt 3

HCID 72132,4-DihydroxybenzaldehydeHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

Produkt 1

HCID 18090802,4-Bis(benzyloxy)benzaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

A mixture of 2,4-dihydroxybenzaldehyde (17.5 g), potassium carbonate (42 g) and benzyl bromide (35 mL) in dimethyl formamide (100 mL) is stirred at room temperature for 18 hours. The reaction mixture is poured into vigorously stirred ice-water (300 mL) and stirring is continued for 30 minutes. The resulting brown solid is filtered and dried to give 2,4-dibenzyloxybenzaldehyde (28.5 g), m.p. 80-81° C. [Elemental analysis:- C,79.5; H,6.10%. Calculated:- C,79.2; H,5.70%].

Aufarbeitung

  1. stirringstirring
  2. waitis continued for 30 minutes
  3. filtrationThe resulting brown solid is filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-e50d84db859746ba8e85e32b274244f3
Quelldatensatz
uspto-grants-2001_04
Patentnummer
US06211234B1

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