Aluminium lithium hydride → HCID 21639277, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of butyl 3-(1H-pyrrol-3-yl)propionate (14.1 g, 72.3 mmol) in ether (400 mL) was added LiAlH4 (4.12 g, 108 mmol, 1.50 equiv.) at 0° C. under N2. The solution was stirred for 2 h at 0° C., and the reaction was cautiously quenched with saturated aqueous NH4Cl. The resulting solution was extracted with ether (3×150 mL). The combined organic layers were dried and concentrated under vacuum to give 3-(1H-pyrrol-3-yl)-1-propanol (8.0 g, 89%) as a light-yellow oil. 1H NMR (CDCl3, 300 MHz) δ 8.11 (br, 1H), 6.76 (s, 1H), 6.63 (s, 1H), 6.14 (s, 1H), 3.73 (t, 2H, J=6.6 Hz), 2.62 (t, 2H, J=7.5 Hz), 1.85-1.94 (m, 2H). LC-MS (ESI) m/z 126 (M+H+).

Provenance & Evidence