Water → HCID 86691236, compound

Participants

Reaction Steps

Dissolve diethyl 2-(4-fluorophenoxy)propanedioate (360 mg, 1.33 mmol) in THF (10 mL); slowly add lithium aluminum hydride (1.0 M in THF; 3.6 mL, 3.6 mmol); and stir at ambient temperature for 30 minutes. Quench reaction via the addition of H2O (1 mL) and extract with EtOAc. Dry the organic phase over Na2SO4. Filter and concentrate the filtrate under reduced pressure. Purify the resulting material via silica gel flash column chromatography (12 g), using a gradient of 10%-50% of EtOAc in petroleum ether. Concentrate the desired fractions under reduced pressure to give the title compound as a colorless oil (195 mg, 78.6%). 1H NMR (300 MHz, CDCl3) δ 7.0 (m, 4H), 4.3 (m, 1H), 3.9 (m, 4H), 2.4 (bs, 2H).

Provenance & Evidence