Reaktion #1910378

Reaktionsgleichung

Methyl 6-bromo-2-naphthalene carboxylate

Potassium carbonate

water

2,4,6-trivinylcyclotriboroxane-pyridine complex

→

methyl 2-vinyl-6-naphthalene carboxylate

Ausbeute 98.1%

Lösungsmittel

dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred for 24 hours
2. 2
   Temperaturwhile refluxing
3. 3
   Temperaturwith heating
4. 4
   TemperaturThere action mixture was cooled to room temperature
5. 5
   workup.ADDITIONtreated with activated alumina

Vorschrift

Methyl 6-bromo-2-naphthalene carboxylate (98 g) was dissolved in dimethoxyethane (2 1) and tetrakis(triphenylphosphine)palladium (44 g) was added in nitrogen atmosphere. The mixture was stirred for 30 minutes at room temperature. Potassium carbonate (52 g), water (1 1) and 2,4,6-trivinylcyclotriboroxane-pyridine complex (91 g) were added and the mixture was stirred for 24 hours while refluxing with heating. There action mixture was cooled to room temperature and treated with activated alumina to obtain methyl 2-vinyl-6-naphthalene carboxylate (77 g).

Quelle