Reaktion #819479

ord-4d6d46b429094c3db124255ce9d114b8

Reaktionsgleichung

C=Cc1ccc(O)cc1
p-vinylphenol
CC(=O)OC(C)=O
acetic anhydride
[Na+].[OH-]
sodium hydroxide
[K+].[OH-]
potassium hydroxide
C=Cc1ccc(OC(C)=O)cc1
4-acetoxystyrene

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

Pittet et al. in U.S. Pat. No. 4,316,995 describe a method for preparing p-vinylphenol. In that method, p-hydroxybenzaldehyde is first reacted with malonic acid using ethylenediamine as catalyst to give pHCA, which is decarboxylated in situ at a temperature of 115 to 120° C. to form impure p-vinylphenol. The p-vinylphenol is isolated from the reaction mixture and reacted with acetic anhydride in the presence of a base, such as sodium hydroxide or potassium hydroxide, to form 4-acetoxystyrene, which is separated from the reaction mixture and hydrolyzed in the presence of a strong base to give purified p-vinylphenol. The yield of 4-vinylphenol was about 31%.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07586013B2uspto-grants-2009_09