Benzyl Bromide → 1-Benzyloxy-cis-2-butene-1,4-diol

関与物質

反応手順

Cis-2-Butene-1,4 diol (10 g, 0.113 mol) was dissolved in THF (50 mL) and added to a slurry containing THF (100 mL) and NaH (5.9 g, 0.246 mol, 60% dispersion). The mixture was stirred 15 minutes then benzyl bromide (14.8 mL, 0.124 mole) was added and the mixture was stirred 1.5 hours at room temperature then refluxed 3 hours and finally cooled to room temperature. The reaction mixture was quenched with 20 mL water and concentrated in vacuo to an orange oil. The oil was dissolved in ethyl acetate (100 mL), washed with 10% NaCl (50 mL), dried over anhydrous sodium sulfate, filtered and concentrated in vacuo to afford 15 g of the title compound as a yellow oil.

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