Acetone → HCID 51036372, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-hydroxy-3-(trifluoromethoxy)benzaldehyde (600 mg, 2.9 mmol) in acetone (107 μL, 1.5 mmol) was dissolved in glacial acetic acid (8 mL), saturated with anhydrous HCl and heated to 25-30° C. for 2 h. The red solution was stirred for 36 h and treated with cold water. The red suspension turned dark green. The resulting precipitate was filtered, washed with water and dried in vacuo to afford NW317 as a yellow-green solid (314 mg, 50%). mp: 103-105° C. 1H NMR (300 MHz, CD3OD) δ (ppm): 7.72 (d, 3J=15.9 Hz, 2H, Hvin), 7.62 (s, 2H, HAr), 7.58 (dd, 3J=8.5 Hz, 4J=2.0 Hz, 2H, HAr), 7.13 (d, 3J=15.9 Hz, 2H, Hvin), 7.03 (d, 3J=8.4 Hz, 2H, HAr). 13C NMR (75 MHz, CD3OD) δ (ppm): 191.2 (C), 153.8 (C), 143.8 (CH), 138.4 (C), 130.1 (CH), 128.4 (C), 125.0 (CH), 124.4 (CH), 120.5 (CH). MS (FAB) m/z: 435.2 (M+). Light-sensitive!

Provenance & Evidence