Sodium borohydride → HCID 178521639, compound

Participants

Reaction Steps

A mixture of 3-benzyloxycyclobutan-1-one (0.92 g, 5.22 mmol) (Ogura et al., Bull. Chem. Soc. Jpn., 1984, 57, 1637-1642) and sodium borohydride (0.20 g, 5.29 mmol) in ethanol (15 ml) was stirred at room temperature for 3.5 h. The mixture was filtered, washing with ethanol, and the filtrate was concentrated. Filtration through a plug of silica, eluting with ethyl acetate, gave cis-3-benzyloxy-1-hydroxycyclobutane (0.854 g, 92%) as a colourless oil; 1H NMR (250 MHz, CDCl3) δ1.75-2.00 (2H, m), 2.65-2.79 (2H, m), 3.62 (1H, qn, J=7 Hz), 3.90 (1H, broad qn, J=7 Hz), 4.41 (2H, s), 7.23-7.47 (5H, m).

Provenance & Evidence