2-Acetyl-3-bromofuran → 1-(3-Bromofuran-2-yl)ethanol

Participants

Reaction Steps

2-Acetyl-3-bromofuran (1.6 g, 8.5 mmoles), made by the method of YA. L. Goldfarb, M. A. Marakathina and L. I. Belen'kii, Chem. of Heterocyclic Compounds, USSR, 6, 132 (1970) was dissolved in 15 ml of ethanol and NaHB4 (0.096 g, 26 mmoles) added at room temperature. After stirring for 1.5 hours, 3-bromo-2-(1-hydroxy-ethyl)-furan (1.60 g) was isolated as a yellow oil that was purified by chromatography with silica gel to yield 0.94 g (58%) of the pure product, NMR (CDCl3, δ) 7.33 (1H, d, J = 2Hz), 6.4 (1H, d, J = 2Hz), 5.13 (1H, q), 2.33 (1H, d), 1.57 (3H, d, J = 7Hz).

Provenance & Evidence