Réaction #1094320

Équation de réaction

Tetrachloro-1,2-benzoquinone

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

→

title compound

Rendement 53.0%

6-Methoxy-1-methylnaphthalene

Rendement 53.0%

Solvants

diethyl ether

Conditions de réaction

Traitement

1. 1
   Autrepurified by column chromatography

Mode opératoire

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.

Source