Reaktion #429601

Reaktionsgleichung

hydrochloric acid

magnesium

6-bromo-1,2,3,4-tetrahydrodibenzofuran

Dry ice

→

1,2,3,4-tetrahydrodibenzofuran-6-carboxylic acid

Ausbeute 89.1%

Lösungsmittel

chloroform

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was refluxed for 1 hour
2. 2
   SonstigeThe organic layer was separated
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated in vacuo
5. 5
   SonstigeThe residue was crystallized from n-hexane

Vorschrift

To a suspension of magnesium (345 mg) in tetrahydrofuran (5 ml) was added 6-bromo-1,2,3,4-tetrahydrodibenzofuran (3.39 g) in tetrahydrofuran (15 ml) dropwise. The mixture was refluxed for 1 hour and cooled to 4° C. Dry ice (2.7 g) was added to the mixture and the mixture was stirred at ambient temperature for 30 minutes. To the mixture was added 3.6% hydrochloric acid and chloroform. The organic layer was separated, dried over sodium sulfate and concentrated in vacuo. The residue was crystallized from n-hexane to give 1,2,3,4-tetrahydrodibenzofuran-6-carboxylic acid (2.60 g).

Quelle