Adding a certain compound to certain chemical reactions, such as: 707-07-3, name is (Trimethoxymethyl)benzene, belongs to ethers-buliding-blocks compound, 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 707-07-3, Application In Synthesis of (Trimethoxymethyl)benzene
To a solution containing diol 2 (7.1 g, 49.6 mmol) and trimethyl orthobenzoate (15 ml, 87.3 mmol) in chloroform (150 ml), was added camphor sulphonic acid (500 mg), and the reaction mixture was concentrated to 1/3 of its original volume using a rotavap; TLC revealed that the reaction is not finished, so more chloroform (-100 ml) was added to the mixture, and the solution was concentrated to its 1/3 volume again. This cycle was repeated until TLC indicates the complete consumption of starting material (usually 3-4 cycle needed). Et3N (1 ml) was added to the reaction mixture and the solvent was removed completely; the resulting syrup was treated with a 20% [ACOH-H20] solution (140 ml). After 30 min, the reaction was concentrated to dryness. The syrupy mixture was purified by column chromatography on silica gel using 5% AcOEt-toluene to afford 20 (6.17 g, 50%) and 21 (5.47 g, 44. [6%).’H] NMR (CDCl3, 600 MHz) for 20: [88.] 03 (m, 2H, Bz), 7.55 (m, [1H,] Bz), 7.43 (m, 2H, Bz), 5.94 (ddd, 1H, [J6.] 4,10. 6,17. 0 Hz, H-4), 5.41 (ddd, 1H, J 1.3, 1.3, 17.2 Hz, [H-5_TRANS),] 5.31 (ddd, 1H, J 1.3, 1.3, 10.4 Hz, H-5_cis), 4.57 (dd, [J3.] 7,11. 9 Hz, [H-LA),] 4.42 (dd, 1H, [J 7.] 7,11. 7 Hz, H-lb), 4.28 (m, 1H, H-3), 3.80 (ddd, 1H, J 3.5, 5.3, 7.7 Hz, [H-2). H] NMR (CDC13,600 MHz) for 21: [88.] 05 (m, 2H, Bz), 7.57 (m, 1H, Bz), 7.44 (m, 2H, Bz), 5.97 (ddd, [1H,] J 7.0, 10.6, 17.4 Hz, H-4), 5.66 (m, 1H, H-3), 5.48 (ddd, 1H, J 1.1, 1.1, 17.2 Hz, H- 5trans), 5.31 (ddd, [1H,] [J0.] 9,0. 9,10. 6 Hz, H-5_cis), 3. 83 (ddd, 1H, [J4.] 4,7. 1,9. 2 Hz, H-2), 3. 78 (dd, [J3.] 7,11. 9 Hz, [H-LA),] 4.42 (dd, 1H, [J7.] 7,11. 7 Hz, H-lb),
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Reference:
Patent; BUNDLE, David, R.; LING, Chang, Chun; ZHANG, Ping; WO2003/101937; (2003); A1;,
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