Nitrogen → HCID 22596141, compound

Participants

Reaction Steps

To an N2 flushed solution of 3′,4′-dimethoxyvalerophenone oxime (0.5 grams, 2.1 mmol) in glacial acetic acid (10 milliliters) was added 0.1 grams of 5% Pd/C. The mixture was treated with 60 psi of H2 in a Parr Type Shaker for 24 hours. The catalyst was filtered off through celite and the filtrate was concentrated in vacuo to afford a yellow oil. The oil was taken up in water, the pH was adjusted to 12 using a saturated solution of sodium carbonate, and extracted with methylene chloride. The organic extract was dried over magnesium sulfate and concentrated to afford 0.41 grams (87%) of product as a yellow oil: 1H NMR (CDCl3) δ6.91-6.76(m, 3H), 3.98-3.78(m, 1H), 3.89(s, 3H), 3.87(s, 3H), 1.94-0.78(m, 11H).

Provenance & Evidence