A new synthetic route of 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol

According to the analysis of related databases, 101597-25-5, the application of this compound in the production field has become more and more popular.

Application of 101597-25-5, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 101597-25-5, name is 1,1-Bis(4-methoxyphenyl)prop-2-yn-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of 4-(4-methoxyphenyl)naphthalen-2-ol (0.50 g, 2.0 mmol), 1,1-bis(4-methoxyphenyl)prop-2-yn-1-ol (0.563 g, 2.1 mmol), trimethyl orthoformate (0.424 g, 0.4 mL, 4.0 mmol) and pyridinium p-toluenesulfonate (0.03 g, 0.10 mmol) in 1,2-dichloroethane (25 mL) was heated under reflux for 2 h. The solvent was removed in-vacuo and the residue was purified by elution from silica using EtOAc (30% in hexanes) as eluent to afford the title compound as a viscous orange oil/ foam (0.89 g, 89 %); numax 521, 552, 580, 650, 667, 696, 738, 765, 826, 946, 1000, 1014, 1029, 1093, 1112, 1171, 1198, 1242, 1288, 1302, 1439, 1456, 1505, 1584, 1606 cm-1; 1H NMR (CDCl3) deltaH 3.78 (s, 6H, 2 × OMe), 3.89 (s, 3H, OMe), 6.22 (d, J = 10.0 Hz, 1H, 2-H), 6.84 (app. d, J = 8.7 Hz, 4H, Ar-H), 6.99 (app. d, J = 8.5 Hz, 2H, Ar-H), 7.14 (s, 1H, 5-H), 7.24 – 7.28 (m, 1H, Ar-H), 7.33 (d, J = 9.9 Hz, 1H, 1-H), 7.38 – 7.42 (m, 6H, Ar-H), 7.45 – 7.49 (m, 1H, Ar-H), 7.82 (d, J = 8.4 Hz, 1H, 7-H), 8.01 (d, J = 8.4 Hz, 1H, 10-H); 13C NMR (CDCl3) deltaC 55.3, 82.2, 113.2, 113.4, 113.7, 119.1, 119.3, 121.6, 123.5, 126.4, 126.7, 127.8, 127.9, 128.4, 130.3, 131.0, 132.7, 137.3, 141.8, 150.0, 158.9, 159.1. HRMS found [M+H]+ = 501.2050, C34H28O4 requires [M+H]+ = 501.2060.

According to the analysis of related databases, 101597-25-5, the application of this compound in the production field has become more and more popular.

Reference:
Article; Aiken, Stuart; Armitage, Ben; Gabbutt, Christopher D.; Heron, B. Mark; Tetrahedron Letters; vol. 56; 33; (2015); p. 4840 – 4842;,
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