With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.27550-59-0,5-Hydroxyisobenzofuran-1,3-dione,as a common compound, the synthetic route is as follows.
6th Stage: 4-[11-(acryloyl-methyl-amino)-undecyloxy]phthalic Acid (AAUPA) 4-hydroxyphthalic anhydride (6.70 g; 40.8 mmol), BHT (10 mg) and N-(11-bromoundecyl)-N-methyl acrylamide (13.00 g; 40.8 mmol) were dissolved in N,N-dimethylformamide (100 ml). Potassium carbonate (5.64 g; 40.8 mmol) was added. The yellow suspension was stirred at RT. Water (200 ml) was added to the reaction mixture after 20 d and the whole stirred for 1 h at RT. An oily white solid precipitated from the initially cloudy solution. The solvent was decanted off. The residue was dissolved in dilute aqueous Na2CO3 solution (5%; 100 ml). The milky/cloudy aqueous phase was washed with MtBE (5*100 ml). Diluted hydrochloric acid (2N, 100 ml) was added to the water phase (pH=1) and extraction with MtBE (8*100 ml) took place. The combined extracts were dried over Na2SO4, filtered and concentrated on the rotary evaporator. Chloroform (150 ml) was added to the residue and the whole stirred at RT. After 20 h the suspension was filtered. The filtration residue was washed with chloroform (50 ml) and discarded. The filtrate was concentrated on the rotary evaporator. The residue was dissolved in chloroform (50 ml). Acetonitrile (50 ml) was added. After 72 h storage at -18 C. the solvent was decanted off and the residue dried under a fine vacuum. 3.84 g (9.2 mmol; 22% yield) of a white solid was obtained (melting point: 95 C.), which dissolves very well e.g. in ethanol or acetone. 1H-NMR (DMSO-d6, 400 MHz): delta (2 isomers)=1.15-1.35 (m, 12H), 1.36-1.50 (m, 4H), 1.68-1.75 (m, 2H), 2.86 (s, 1.7H), 3.00 (s, 1.3H), 3.29-3.36 (m, 2H), 4.04 (t, 2H; J=6.4 Hz), 5.61-5.65 (m, 1H), 6.06-6.13 (m, 1H), 6.72 (dd, 1H; J=10.7 Hz, 16.9 Hz), 7.03-7.08 (m, 2H), 7.73 (d, 1H; J=8.4 Hz), 12.89 (br, 2H). 13C-NMR (DMSO-d6, 100 MHz): delta=24.3, 24.8, 25.2, 25.5, 27.3, 27.5, 27.6, 27.7, 27.8, 27.9, 32.2, 33.7, 45.8, 47.8, 66.9, 112.3, 114.2, 121.3, 125.6, 127.2, 127.6, 130.1, 136.0, 159.7, 164.0, 166.2, 168.1.
27550-59-0, As the paragraph descriping shows that 27550-59-0 is playing an increasingly important role.
Reference£º
Patent; IVOCLAR VIVADENT AG; BOCK, Thorsten; FISCHER, Urs Karl; LAMPARTH, Iris; MOSZNER, Norbert; RHEINBERGER, Volker; US2013/90404; (2013); A1;,
Benzofuran – Wikipedia
Benzofuran | C8H6O – PubChem