Adding a certain compound to certain chemical reactions, such as: 1663-61-2, name is (Triethoxymethyl)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 1663-61-2, Application In Synthesis of (Triethoxymethyl)benzene
To a suspension of triol 11 (3.0 g, 9.2 mmol) in dry MeCN (100 mL), camphor-10-sulfonic acid (880 mg, 3.7 mmol) and triethylorthobenzoate (8.2 mL, 38.6 mmol), were added. The mixture was stirred at rt for 12 h and Et3N (1.5 mL) was added to neutralize the solution. The mixture was then evaporated to dryness and the residue was diluted with DMF (100 mL). NaH (60percent dispersion in mineral oil, 542 mg, 18.4 mmol) was added at 0 °C followed by dropwise addition of BnBr (1.8 mL, 16.6 mmol). The reaction mixture was stirred at rt for 2 h and the excess of sodium hydride was neutralized by dropwise addition of MeOH (20 mL) at 0 °C. The mixture was then evaporated to dryness and the residue was dissolved with EtOAc. The organic phase was washed with water and then with 2 M aqueous HCl (.x.3). The opening of the orthoester was checked by TLC. The organic phase was dried over Na2SO4, filtered, and concentrated in vacuo. The residue was purified by flash chromatography using cyclohexane/EtOAc (98:2–>9:1) as eluent to give 5 (2.2 g, 46percent) and its beta-anomer 2-methyl-5-tert-butylphenyl 2-O-benzoyl-4-O-benzyl-1-thio-beta-l-rhamnopyranoside (340 mg, 7percent) as colorless oils. (alpha anomer) Rf 0.42 (cyclohexane/EtOAc 8:2); [alpha]D -93 (CHCl3, c 0.7); 1H NMR (300 MHz, CDCl3) delta 8.24-7.27 (m, 13H, SC6H3C(CH3)3CH3, OCH2C6H5, OCOC6H5), 5.82 (dd, 1H, J1,2 = 1.3 Hz, J2,3 = 3.3 Hz, H-2), 5.66 (br s, 1H, H-1), 5.11 (d, 1H, JA,B = 11.2 Hz, A part of an AB system, OCHHC6H5), 4.93 (d, 1H, JA,B = 11.2 Hz, B part of an AB system, OCHHC6H5), 4.55-4.43 (m, 2H, H-3, H-5), 3.78 (t, 1H, J3,4 = J4,5 = 9.2 Hz, H-4), 2.59 (s, 3H, SC6H3C(CH3)3CH3), 1.59 (d, 3H, J5,6 = 5.9 Hz, H-6), 1.46 (s, 9H, SC6H3C(CH3)3CH3); 13C NMR (75 MHz, CDCl3) delta 166.4 (OCOC6H5), 149.8, 138.4, 137.0, 133.5, 133.0, 132.9, 130.2, 130.1, 130.0, 129.7, 128.7, 128.6, 128.5, 128.3, 128.1, 127.6, 125.2, 124.0, (SC6H3C(CH3)3CH3, OCOC6H5, OCH2C6H5) 85.8 (C-1), 81.8 (C-2), 75.6 (C-4), 75.3 (OCH2C6H5), 71.3 (C-3), 69.0 (C-5), 34.6 (SC6H3C(CH3)3CH3) 31.5 (SC6H3C(CH3)3CH3), 20.5 (SC6H3C(CH3)3CH3), 18.3 (C-6); HR-ESI-MS m/z calcd for C31H36O5S 543.2175 [M+Na]+, found 543.2160.
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, (Triethoxymethyl)benzene, other downstream synthetic routes, hurry up and to see.
Reference:
Conference Paper; Milhomme, Ophelie; Dhenin, Sandrine G.Y.; Djedaini-Pilard, Florence; Moreau, Vincent; Grandjean, Cyrille; Carbohydrate Research; vol. 356; (2012); p. 115 – 131;,
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