Methyl iodide → 8-Benzyl-8-methoxy-1,4-dioxaspiro[4.5]decane

Participants

Reaction Steps

A solution of Example 11A (8.08 g, 32.5 mmol) in THF (150 mL) at room temperature was treated with 60% NaH in mineral oil (3.2 g, 80 mmol), stirred for 1 hour, treated with iodomethane (5 mL, 80 mmol), stirred overnight, quenched with saturated NH4Cl, and extracted with ethyl acetate (3×200 mL). The combined extracts were washed with water and brine, dried (Na2SO4), filtered, and concentrated to provide the desired product. MS (CI) m/e 280.2 (M+18)+.

Provenance & Evidence