4-Methyloxybenzyl chloride → 1-[3-(4-Methoxybenzyloxy)-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-naphthalen-2-yl]-ethanone

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Reaction Steps

1-(3-Hydroxy-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-naphthalen-2-yl)-ethanone (0.315 g, 1.28 mmol) was alkylated with 4-methoxybenzylchloride (0.280 g, 1.79 mmol, 0.24 mL) as described in Example 21. Aqueous workup gave 1-[3-(4-methoxybenzyloxy)-5,6,7,8-tetrahydro-5,5,8,8-tetramethyl-naphthalen-2-yl]-ethanone 0.606 g (crude) as an orange oil: 1H-NMR (400 MHz, CDCl3) δ 7.74 (s, 1H, Ar—H), 7.39 (d of ABq, J=8.6 Hz, 2H), 6.92 (d of ABq, J=8.6 Hz, 2H), 6.91 (s, 1H, Ar—H), 5.06 (s, 2H, OCH2), 3.82 (s, 3H, OCH3), 2.55 (s, 3H, CH3), 1.67 (m, 4H, 2CH2), 1.27 (s, 6H, 2CH3), 1.26 (s, 6H, 2CH3).

Provenance & Evidence