Water → 1-(4-Fluorophenyl)-5-hydoxymethyl-1H-indole

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

A solution of the crude 1-(4-fluorophenyl)-1H-indole-5-carboxylic acid in tetrahydro-furan (700 mL) was added cautiously to a mixture of lithium aluminum hydride (9.8 g) in tetrahydrofuran (400 mL) at 0° C. The resulting mixture was boiled under reflux for 2 h. After cooling to 0° C., water (10 mL), 14% aqueous sodium hydroxide (10 mL) and water (10 mL) was added. Filtration using celite and evaporation of the solvents afforded crystalline title compound 10a (27 g): Mp 69-70° C.; 1H NMR (CDCl3) δ 1.85-1.95 (broad s, 1H), 4.75 (s, 2H), 6.65 (d, 1H), 7.15-7.25 (m, 3H), 7.25 (d, 1H), 7.35-7.45 (m, 3H), 7.65 (broad s, 1H).

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