Aluminium lithium hydride → HCID 59153168, compound

Participants

Reaction Conditions

Reaction Steps

Add 1M lithium aluminum hydride in tetrahydrofuran (32 mL, 32 mmol) to anhydrous tetrahydrofuran (240 mL) at room temperature under argon gas, cool to 0° C. and add slowly a solution of 4-(tert-butoxycarbonylamino-methyl)-2-chloro-benzoic acid methyl ester (3.2 g, 10.7 mmol) in tetrahydrofuran (120 mL). The reaction mixture is stirred at 0° C. for 45 min. Quench the reaction mixture with saturated aqueous ammonium chloride and extract with ethyl acetate (3×). Combine the organic layers, wash with brine, dry over sodium sulfate, and concentrate. Purify the residue by chromatography (silica gel) eluting with 35% ethyl acetate/hexane to give the title compound (2.1 g, 7.7 mmol). MS (m/z): 294 (M+23).

Provenance & Evidence