Reaktion #1094320

Reaktionsgleichung

Tetrachloro-1,2-benzoquinone

6-methoxy-1-methyl-1,2-dihydronaphthalene

→

title compound

Ausbeute 53.0%

6-Methoxy-1-methylnaphthalene

Ausbeute 53.0%

Lösungsmittel

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigepurified by column chromatography

Vorschrift

Tetrachloro-1,2-benzoquinone (3.6 g, 14.5 mmol) was added in one portion to a stirred solution of 6-methoxy-1-methyl-1,2-dihydronaphthalene (2.3 g, 13.2 mmol) in diethyl ether (20 ml). The reaction was concetrated down after 24h and purified by column chromatography using petroleum ether as eluent to gave the title compound as a white solid (1.2 g, 53%). 1H-NMR (250 MHz, CDCl3) 2.5 (s, 3H), 3.8 (s, 3H), 7.0-7.8 (m, 6H), 13C-NMR (250 MHz, CDCl3) 19.3, 55.2, 106.5, 118.1, 124.4, 125.2, 125.7, 126.2, 128.0, 134.2. 134.7, 157.3; Mass Spectrum (M+1) m/e=173.

Quelle