Sodium Acetate → HCID 21082405, compound

Participants

Reaction Conditions

Reaction Steps

Dinitro compound 12 (20 mmol) and sodium acetate (200 mmol) were added to 50 ml EtOH. The mixture was heated to 78° C., and the solid dissolved completely. Stannous chloride dihydrate (200 mmol) was added to the solution, and the reaction mixture was stirred at 7° C. for 35 minutes. After removal of solvent under reduced pressure, the residue was dissolved in 800 ml EtOAc, and washed with 40% KCO3. The organic phase was dried, evaporated and the residue column chromatographed (SiO2) and eluted with a gradient of CH2Cl2/MeOH from 100:1 to 95:5 to produce 13 in 93% yield. 1H NMR. (500 MHz, CDCl3): δ 6.21 (s, 2H), 5.41 (s, 1H), 4.35 (br, 4H), 3.21 (t, 2H), 2.75 (t, 2H), 1.35 (s, 9H), 1.24 (s, 9H). ESI-MS: m/z: 340.5 (MH+)

Provenance & Evidence