Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 707-07-3, name is (Trimethoxymethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C10H14O3
Diol 25 (619 mg, 0.600 mmol) and 10-camphorsulfonic acid (12 mg, 0.05 mmol) were dissolvedin anhydrous CH2Cl2 (8.4 mL) under argon atmosphere, and trimethyl orthobenzoate (0.72 mL,0.76 g, 4.2 mmol) was added with stirring. After 16 h stirring at 20-23 C TLC (toluene-Me2CO7 : 3 v/v) showed incomplete reaction. Anhydrous Py (0.050 mL, 49 mg, 0.62 mmol) was thenadded, the volatiles were distilled off on a rotary evaporator (bath temperature 50 C), and theresidue was co-evaporated with toluene (3 × 10 mL, bath temperature 50 C). The resultingsyrup was dissolved again in anhydrous CH2Cl2 (8.4 mL) under argon atmosphere, and trimethylorthobenzoate (0.72 mL, 0.76 g, 4.2 mmol) and 10-camphorsulfonic acid (12 mg, 0.05 mmol)were added with stirring, and the solution was stirred at 23 C for 1 h (the reaction is completeaccording to TLC). Then Py (0.050 mL, 49 mg, 0.62 mmol) was added, and the volatiles weredistilled off on a rotary evaporator (bath temperature 50 C). The residue was suspended in amixture of AcOH (12 mL) and water (3 ml), heated until all the solids dissolved (~60 C) and themixture was stirred at 20-23 C for 20 h. Then the solution (containing a small amount of anamorphous precipitate) was concentrated under reduced pressure, the residue was co-evaporated with water (15 mL), then with toluene (15 mL), the resulting yellowish syrup was dissolved intoluene (20 mL) and washed with 1 M aq Na2CO3 (10 mL). The aqueous layer was backextractedwith toluene (3 × 5 mL). The combined organic phases were dried (Na2SO4) andconcentrated under reduced pressure. The resulting syrup was purified by columnchromatography on silica gel (gradient 5?33% EtOAc in toluene). The fractions containg themain product were pooled, concentrated under reduced pressure, and the residue (white foam,610 mg) was lyophilized from benzene (10 mL) (Caution Benzene is a proven carcinogen) togive the 3-hydroxy derivative (590 mg, 87%) as a light, very brittle white amorphous solid.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Abronina, Polina I.; Zinin, Alexander I.; Malysheva, Nelly N.; Stepanova, Elena V.; Chizhov, Alexander O.; Torgov, Vladimir I.; Kononov, Leonid O.; Synlett; vol. 28; 13; (2017); p. 1608 – 1613;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem