Methyl iodide → HCID 86619016, compound

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Reaction Steps

A solution of 17-cyclopropylmethyl-4,5α-epoxy-3-hydroxy-14β-[(2-phenylbenzyl)oxy]morphinan-6-one (0.39 g, 0.76 mmol) and methyl iodide (0.54 g, 3.79 mmol) in 6 ml of water-free acetonitrile was stirred under N2 at 40° C. (bath temperature) for 2 days and then evaporated down. The residue (0.5 g of brown oil) was purified using column chromatography (silica gel; CH2Cl2/MeOH 250:4). Yield: 0.02 g (4%) of beige crystals of the compound 50. Fp. 219-221° C.; MS (CI): 522 (M+); IR (KBr): 1725 (C═O) cm−1; 1H-NMR (DMSO-d6): δ 9.53 (s, OH), 7.68-7.25 (m, 9 arom. H), 6.67 (s, 2 arom. H), 4.73 (d, C14-OCH2), 4.61 (s, CH-5), 3.26 (s, CH3N+, axial).

Provenance & Evidence