Diethyl Ether → HCID 178511716, compound

Participants

Reaction Conditions

Reaction Steps

A stirred solution of 12C (620 mg, 2.071 mmol) in EtOH (10 mL) was treated with hydrazine monohydrate (0.152 mL, 3.11 mmol) and stirred at 70° C. for 1 h. The reaction was judged complete by LCMS. Upon cooling, Et2O was added, and reaction was stirred at room temperature for 1 h. The resulting white solid was removed by filtration, and the filtrate was concentrated. The residue was triturated with Et2O, the small amount of white solid was filtered, and the filtrate was concentrated to provide 12D (120 mg, 34% yield) as pale brown oil. 1H NMR (400 MHz, CDCl3) δ ppm 3.11 (d, 2H, J=6.8 Hz); 2.99-3.08 (m, 1H); 2.48-2.57 (m, 1H); 1.64-1.89 (m, 6H); 1.06-1.18 (m, 2H); 0.81-1.02 (m, 3H); 0.31-0.39 (m, 2H); −0.02-0.04 (m, 2H).

Provenance & Evidence