3,4-dihydro-5,7-dimethylnaphthalen-1(2H)-one → 1-Hydroxy-1,5,7-trimethyl-1,2,3,4-tetrahydronaphthalene

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Reaction Steps

Following the procedure of Example 1, step 1, 25.20 g (0.145 ml) of 5,7-dimethyltetralone in 200 ml of anhydrous ether was reacted with 60.3 ml of 3.0M methyl magnesium bromide in ether to give 26.64 g (97%) of the title product as an orange oil. NMR δ(CDCl3) 1.56 (3H, s), 1.70 (1H, s), 1.78-2.04 (4H, m), 2.20 (3H, s), 2.30 (3H, s), 2.60 (2H, m), 6.90 (1H, s), 7.30 (1H, s).

Provenance & Evidence