Boron tribromide dichloromethane → (2-Naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-hydroxy-phenyl)-methanone

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Reaction Steps

The title compound was prepared according to the procedure in Example 5, step 3 using (2-naphthalen-2-ylmethyl-4,5-dimethyl-furan-3-yl)-(3,5-diisopropyl-4-methoxy-phenyl)-methanone (1.04 g, 2.29 mmol) and 1M boron tribromide/CH2Cl2 (4.81 mL) in CH2Cl2. Purification on Biotage KP-Sil eluting with 15% acetone/hexane gave 0.542 g (54%) of the title compound. 1H NMR (DMSO-d6) δ 1.12 (d, 12 H), 1.82 (s, 3 H), 2.18 (s, 3 H), 3.31 (septet, 2 H), 4.02 (s, 2 H), 7.22 (dd, 1 H), 7.43-7.50 (m, 4 H), 7.55 (s, 1 H), 7.76-7.86 (m, 3 H), 9.12 (s, 1 H).

Provenance & Evidence