Aluminium lithium hydride → HCID 58881982, compound

Participants

Reaction Steps

To lithium aluminum hydride (0.89 g, 23 mmol) in dry tetrahydrofuran (20 mL) under argon at room temperature, 2,2′-diselenobis(5-fluorobenzoic acid) (116) (2.05 g, 4.70 mmol) dissolved in 10 mL of dry tetrahydrofuran was added dropwise. After refluxing for 50 minutes, the mixture was quenched with 20 mL of water and extracted with ethyl acetate. The aqueous solution was left sitting overnight with consequent precipitation of 815 mg (42%) of 137 as yellow needles with mp 112° C. IR (KBr) 3214 (broad), 1577, 1016, 874, 814 cm−1; 1H NMR (300 MHz) δ 7.52 (dd, J=8.2 Hz, 5.6 Hz, 1H), 7.24 (dd, J=9.8 Hz, 1H), 6.89 (dt, J=8.2 Hz, 3.1 Hz, 1 H), 4.69 (s, 2H), 2.06 (br s, 1H); mass spectrum, m/z (relative intensity) 410 (10, M+), 188 (23), 123 (16), 96 (100), 75 (16). Exact mass calcd for C14H12O2F280Se: 409.9134. Found: 409.9132.

Provenance & Evidence