Hydroxylamine → HCID 72956735, compound

Participants

Reaction Conditions

Reaction Steps

To a 10 ml round bottom flask was added 5-(4-hydroxyphenyl)-benzofuran-7-carbaldehyde (76 mg, 0.32 mmol), hydroxylamine hydrochlorode (44.4 mg, 0.64 mmol), anhydrous MeOH (2 ml), and anhydrous pyridine (0.06 ml, 0.67 mmol). The reaction was then heated to 68° C. and the reaction was done in 5 minutes. The reaction was then cooled to room temperature, dilute with ether, and the layers separated. The ether layer was washed with water, dried over anhydrous Na2SO4, passed through a silica plug, and concentrated to 20 mg (25%) of product as a yellow solid: 1H NMR (300 MHz, DMSO-d6): δ 6.86 (2H, d, J=8.5 Hz), 7.03 (1H, d, J=2.1 Hz), 7.51 (2H, d, J=8.5 Hz), 7.73 (1H, d, J=1.4 Hz), 7.84 (1H, d, J=1.6 Hz), 8.08 (1H, d, J=2.1 Hz), 8.45 (1H, s) 9.56 (1H, s), 11.57 (1H, s); MS (ESI) m/z 254 ([M+H]+).

Provenance & Evidence