Acetone → HCID 57772137, compound

Participants

Reaction Steps

To a mixture of Ethyl Vanillate (100 grams, 510 mmol), and anhydrous K2CO3 (300 grams, 2.17 mol) in anhydrous acetone (1000 mL) was added methyl chloro acetate (123.8 grams, 1.14 mmol) and refluxed for 8 hours. Acetone was distilled and water (1500 mL) was added. Crude 8 was filtered, dried, and recrystallized from a mixture of toluene:Hexane (1:5) to give pure 8 (95.7 grams, 70%) as a white powder. The melting point was found to be 72.7-74.3° C. The structure was confirmed by I.R and NMR. IHNMR (CDCl3) δ 1.40 (t, 3H,CH2CH3), 3.80(s, 3H, Ester), 3.92(s, 3H,OCH2), 4.38 (q, 2H,OCH2CH3), 4.88(s,2H,OCH2), 6.80(d, 1H,Ar), 7.59(d,1H,Ar), 7.66(dd,1H,Ar).

Provenance & Evidence