Benzyl 3,cuatro-bis-(benzyloxy)benzoate (13): Substance 13 is synthesized with regards to the general techniques playing with 3,4-dihydroxybenzoic acid (5

Benzyl 3,cuatro-bis-(benzyloxy)benzoate (13): Substance 13 is synthesized with regards to the general techniques playing with 3,4-dihydroxybenzoic acid (5
Standard processes: So you can a suspension of compatible benzyl benzoates (12–14) into the EtOH within room temperature is additional too much 5 Yards NaOH services while the ensuing blend stimulated less than reflux to possess 8 h

00 g, 32.5 mmol) and was obtained as a pale yellow solid (7.80 g, mmol, 57 %). 1 H NMR (400 MHz, CDCl3): ?=7.71–7.six5 (m, 2H), 7.49–7.31 (m, 15H), 6.93 (d, J=8.9 Hz, 1H), 5.32 (s, 2H), 5.22 (s, 2H), 5.20 (s, 2H).

Therefore

Benzyl 3,5-bis-(benzyloxy)benzoate (14): Compound 14 was synthesized according to the general procedure (without NaI) by using 3,5-dihydroxybenzoic acid (0.77 g, 5 mmol) and was obtained as a pale yellow solid (0.41 g, 0.95 mmol, 19 %). 1 H NMR (500 MHz, [D6]DM): ?=7.46–7.31 (m, 15H), 7.18 (s, 2H), 6.98 (s, 1H), 5.33 (s, 2H), 5.15 (s, 4H).

Methyl 3,4-dimethoxy-benzoate (15): To a solution of 3,4-dihydroxy-benzoic acid (0.80 g, 5.2 mmol, 1 equiv) in DMF (30 mL) was added methyl iodide (1.50 mL, 25 mmol, 5 equiv) and potassium carbonate (3.59 g, 25 mmol, 5 equiv) at room temperature. The mixture was stirred at 50 °C for 16 h, cooled to room temperature and concentrated under reduced pressure. Water was added and the resulting mixture extracted with EtOAc (3?20 mL). The combined organic layers were dried over anhydrous Na24 and filtered. Continue reading “Benzyl 3,cuatro-bis-(benzyloxy)benzoate (13): Substance 13 is synthesized with regards to the general techniques playing with 3,4-dihydroxybenzoic acid (5”