New learning discoveries about 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, name: 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, blongs to alcohols-buliding-blocks compound. name: 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol

General procedure: To a refluxing solution of 5-hydroxy-3-methoxy-7H-benzo[c]fluoren-7-one 12-4 (3.00 g, 10.9 mmol) in a mixture of toluene (123 mL) and 2-butanone (45 mL) were added 1,1-bis(4-methoxyphenyl)propyn-1-ol (5.23 g, 19.5 mmol) and catalytic amount of p-TsOH, and the resulting mixture was refluxed for 30 min. The solution was cooled down to room temperature, then 10% aq. sodium hydroxide (21 mL), tetrahydrofuran (120 mL) and10% aq. sodium chloride were added and the mixture was stirred well. The organic layer was separated, washed with water four times, and the solvent removed in vacuo. To the resulting residue was added acetone (100 mL) and the mixture was refluxed for 1 h. After the mixture was cooled down, the solid material precipitated was collected by filtration. After drying in vacuo, 6-methoxy-3,3-bis(4-methoxyphenyl)benzo[3,4]fluoreno[2,1-b]pyran-13(3H)-one 13-7 was obtained as a dark purple solid (2.47 g, 4.70 mmol) in 43% yield. 13-7: Mp 207-209 C. 1H NMR (CDCl3) delta/ppm 3.77 (3H, s), 3.96 (3H, s), 6.27 (1H, d, J = 10.0 Hz), 6.84 (4H, m), 7.20 (2H, m), 7.40 (5H, m), 7.57 (2H, m), 7.80 (1H, d, J = 8.0 Hz), 7.86 (1H, d, J = 10.0 Hz), 8.27 (1H, d, J = 9.2 Hz). LC-MS 527.2033 (M+1) (Calculated exact mass for C35H27O5 (M+1) 527.1853). FT-IR (KBr) nu/cm-1 3014, 2953, 2831, 1695, 1605, 1505, 1466, 1397, 1373, 1277, 1218.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,101597-25-5, 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol, and friends who are interested can also refer to it.

Reference:
Article; Momoda, Junji; Izumi, Shinobu; Yokoyama, Yasushi; Dyes and Pigments; vol. 119; (2015); p. 95 – 107;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts