Reaktion #50908

Reaktionsgleichung

9-methoxy phenanthrene-1,2-dicarboxylic acid dimethyl ester

hydrogen carbonate sodium

→

phenanthrene

Ausbeute 131.1%

Lösungsmittel

—

chloride methylene

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.ADDITIONwas dropped for 60 minutes
3. 3
   Sonstigefurther a mixing reaction
4. 4
   workup.ADDITIONwas added
5. 5
   workup.ADDITIONmixed sufficiently
6. 6
   Filtrationaccordingly extracted crystals were filtered
7. 7
   WaschenThen, they were washed twice by 500 ml ion exchange water
8. 8
   Sonstigedried under reduced pressure at the temperature of 60° C.

Vorschrift

9-methoxy phenanthrene-1,2-dicarboxylic acid dimethyl ester 8.11 g (0.025 mol) obtained in the example I-1 was dissolved in chloride methylene 100 ml, by ice-cooling and mixing under nitrogen gas airstreams, 1M 3 bromide boron/chloride methylene solution 100 ml (0.1 mol) was dropped for 60 minutes, and further a mixing reaction was performed for 5 hours under a room temperature. Then, reactants were poured into an ice, water was added, and further hydrogen carbonate sodium 8.4 g (0.1 mol) was added and mixed sufficiently, accordingly extracted crystals were filtered. Then, they were washed twice by 500 ml ion exchange water and dried under reduced pressure at the temperature of 60° C., thus 5.84 g (yield 88.4%) objective phenanthrene compound was obtained. An infrared absorption spectrum of this phenanthrene compound is shown in FIG. 5.

Quelle