Introduction of a new synthetic route about 2741-16-4

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Isopropoxybenzene, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 2741-16-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2741-16-4, name is Isopropoxybenzene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: To 3-chloroperbenzoic acid dried in vacuo for 1 h prior to use (504mumol) in dry dichloromethane (5mL), was added 3-iododobenzoate succinimidyl ester (458mumol) and the solution was stirred at room temperature for 15min. Anisole (504mumol) was then added, the reaction cooled to -20C and triflic acid (916mumol) added. The solution turned dark. It was stirred for 15min at -20C and the volatiles were removed by rotary evaporation. To the dark residue was added Et2O. The thick oily suspension was stirred for about 45min upon which a deep blue precipitate formed. It was then purified by flash chromatography using aCH2Cl2/ tBuOH gradient from 95:5 to 60:40. The solid obtained was then recrystallized from CH3CN/Et2O to afford white crystals; 4.1.3 3-(Succinimidyloxycarbonyl)phenyl(4-isopropoxyphenyl)iodonium triflate (4b) The procedure was identical to the preparation of 4a, with anisole replaced by isopropoxybenzene and afforded 4b as colorless needles in 8% yield. 1H NMR (CD3CN, 400 MHz, ppm): delta 1.31 (d, 6H), 2.86 (s, 4H), 4.64-4.72 (m, 1H), 7.03 (d, 2H, J = 8.0 Hz), 7.72 (t, 1H, J = 8.0 Hz), 8.03 (d, 2H, J = 8.0 Hz), 8.35 (m, 2H), 8.74 (m, 1H). 13C NMR (CD3CN, 100 MHz, ppm): delta 21.9, 26.5, 72.0, 101.7, 115.1, 120.5, 123.6, 129.4, 134.0, 134.9, 137.0, 139.2, 141.7, 161.2, 163.1, 170.8. 19F NMR (CD3CN, 400 MHz, ppm): delta -79.70. HRMS: C20H19INO5+[M-OTf]+ calc: 480.0308, found: 480.0315

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, Isopropoxybenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Guerard; Navarro; Lee; Roumesy; Alliot; Cherel; Brechbiel; Gestin; Bioorganic and Medicinal Chemistry; vol. 25; 21; (2017); p. 5975 – 5980;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem