Reaktion #1590576

Reaktionsgleichung

6-bromo-2,3-dihydro-1H-inden-1-one

1-(bromomethyl)-2-(3-bromopropyl)benzene

NaH

→

6′-bromo-5,7,8,9-tetrahydrospiro[benzo[7]annulene-6,2′-inden]-1′(3′H)-one

Ausbeute 22.0%

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe mixture was quenched with water
2. 2
   Extraktionextracted with EtOAc
3. 3
   SonstigeThe organic layer was dried
4. 4
   Einengenconcentrated
5. 5
   Sonstigeto give the residue, which
6. 6
   Sonstigewas purified by column chromatography

Vorschrift

A mixture of 6-bromo-2,3-dihydro-1H-inden-1-one (1.2 g, 5.71 mmol) and 1-(bromomethyl)-2-(3-bromopropyl)benzene (1.66 g, 5.71 mmol) in THF (40 mL) was added NaH (457 mg, 60%, 11.42 mmol) at room temperature. The mixture was refluxes for 2 h. The mixture was quenched with water and extracted with EtOAc. The organic layer was dried and concentrated to give the residue, which was purified by column chromatography to give 6′-bromo-5,7,8,9-tetrahydrospiro[benzo[7]annulene-6,2′-inden]-1′(3′H)-one (420 mg, 22%).

Quelle