Sodium Hydroxide → HCID 69272289, compound

Participants

Reaction Steps

To a cold solution (ice bath) of 1,4-Dimethoxy-2-(2-methoxymethoxy-ethyl)-5-(2-nitropropenyl)-benzene (0.83 g, 2.67 mmol) in 10 mL of dry THF was added dropwise a solution of 1 M LAH in THF (10.67 mL, 10.67 mmol). The reaction mixture was allowed to warm to room temperature and stir overnight. The excess lithium aluninLm hydride was decomposed by careful addition of 0.4 mL of water, 0.4 mL of 15% NaOH, and 1.2 mL of water. The reaction mixture was diluted with 50 mL of ethyl ether. The heterogeneous solution was stirred for 5 min and then filtered and the precipitate was washed with ethyl ether. The combined filtrates were dried (MgSO4) and concentrated under reduced pressure to give a solid. MS (m/z) 284 (M+1)+. 1HNMR(CDCl3): δ ppm 1.03 (d, 3H), 2.46 (m, 1H), 2.65 (m, 2H), 2.83 (m, 2H), 3.25 (m, 3H), 3.65-3.75 (m, 9H), 4.56 (s, 2H), 6.59 (s, 1H), 6.66 (s, 1H).

Provenance & Evidence