(4S)-4-[2-(4-methoxyphenoxy)ethyl]-2,2-dimethyl-1,3-dioxolane → (2S)-4-(4-methoxyphenoxy)butane-1,2-diol

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Reaction Steps

A solution of (4S)-4-[2-(4-methoxyphenoxy)ethyl]-2,2-dimethyl-1,3-dioxolane (8.2 g, 30.8 mmol) in AcOH/water was stirred at rt for 5 h and concentrated in vacuo. The residue was co-evaporated with toluene (3×) and then pumped under high vacuum to give the desired product. 1H NMR (400 MHz, Acetone-d6): δ7.28 (2 H, d), 6.91 (2 H, d), 4.43 (2 H, s), 3.80 (3 H, s), 3.77 (1H, m), 3.66–3.42 (5 H, m), 1.86–1.76 (1 H, m), 1.68–1.60 (1 H, m).

Provenance & Evidence