Brief introduction of 707-07-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Trimethoxymethyl)benzene, and friends who are interested can also refer to it.

Electric Literature of 707-07-3, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 707-07-3 name is (Trimethoxymethyl)benzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a stirred solution of 14 (1.40 g, 3.74mmol) inCH2Cl2 (5 mL)was added trimethylorthobenzoate (1.44 mL, 7.48 mmol). The mixture was treated with a catalyticamount of (+)-10-camphorsulfonic acid at 25C for 30 min, and then the solutionwas concentrated. To the residue was added 80% HOAc, and after stirring 10 min,themixture was concentrated. The residue was purified by flash column chromatography(petroleum ether/ethyl acetate, 3:1) to yield 5 (1.45 g, 81%) as a syrup. 1HNMR (600 MHz, CDCl3): delta 8.12-8.07 (m, 4H, ArH), 7.63-7.57 (m, 2H, ArH), 7.48(t, J=7.2Hz, 1H, ArH), 7.47 (t, J=7.2Hz, 1H, ArH), 7.40 (d, J=7.8Hz, 2H, ArH),7.13 (d, J=7.8Hz, 2H, ArH), 5.64 (dd, J=3.6, 1.8Hz, 1H,H-2), 5.58 (d, J=1.2Hz,1H, H-1), 5.32 (t, J = 9.6 Hz, 1H, H-4), 4.57 (m, 1H, H-5), 4.33-4.27 (m, 1H, H-3),2.52 (d, J = 7.8 Hz, 1H, -OH), 2.32 (s, 3H, -SPhCH3), 1.34 (d, J = 6.0 Hz, 3H, H-6); 13C NMR (150 MHz, CDCl3): delta 167.15, 165.87, 138.16, 133.58, 133.56, 132.40,129.95, 129.88, 129.87, 129.84, 129.61, 129.30, 129.28, 128.57, 128.54, 128.06, 86.21,75.74, 74.78, 69.70, 67.42, 21.12, 17.53; ESI HRMS: calcd for (C27H26O6S+Na+)m/z, 501.1342; found, 501.1354.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Trimethoxymethyl)benzene, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Xin; Wang, Dongyue; Jin, Guoxia; Wang, Lizhen; Guo, Zhongwu; Gu, Guofeng; Journal of Carbohydrate Chemistry; vol. 36; 4-6; (2017); p. 189 – 204;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem