Electric Literature of 42822-86-6 ,Some common heterocyclic compound, 42822-86-6, molecular formula is C10H20O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
General procedure: para-Methane-3,8-diol (3, 5.0 g, 0.029 mol) and an appropriatemolar equivalent of acid anhydride were transferred into thereactor concurrently. Both reagents were stirred and heated at60 Cfor 10 minutes. The homogeneous mixture was achievedand 0.3 g of polymer-bound scandium triflate (PS-Sc(OTf)3)catalyst was added into the reaction mixture. The reaction washeated at the appropriate temperature for 24 hours, while followed by sampling at an hourly interval. Upon the completionof the reaction, the catalyst was separated from the product mixture by filtration and the acid byproduct was removed byvacuum distillation. The obtained crude sample was subsequently purified by column chromatography hexane/EtOAc(98:2).Diacetate 9:The reaction was carried out in accordance withthe general procedure using para-menthane-3,8-diol (3, 5.0 g,0.029 mol) and acetic anhydride (5, 7.4 g, 0.073 mol) to givethe title compound 9as viscous colourless oily liquid,bp 288 C, (6.8 g, 91%); 1H NMR (400 MHz, CDCl3, ppm)delta0.78-0.79 (m, 3H), 0.89-1.04 (m, 2H), 1.35 (br d, J= 12 Hz,6H), 1.53-1.60 (m, 3H), 1.72 (d, J= 16 Hz, 1H), 1.82 (d, J= 12Hz, 1H), 1.88 (s, 3H), 1.96 (s, 3H), 2.02-2.08 (m, 1H) and 5.17(br s, 1H); 13C NMR(100 MHz, CDCl3, ppm) delta21.4, 21.9,22.2, 22.3, 24.0, 25.1, 26.6, 34.6, 39.4, 47.3, 69.8, 84.2, 169.9and 170.3; FTIR (cm-1): 2949, 1728, 1180 and 1144; m/z(CI)256 (M+, 1), 197 (78), 137 (71), 95 (62) and 81 (100); GC tR=17.8 min.
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. 42822-86-6, 2-(2-Hydroxypropan-2-yl)-5-methylcyclohexanol, other downstream synthetic routes, hurry up and to see.
Reference:
Article; Mafu, Lubabalo; Zeelie, Ben; Watts, Paul; Beilstein Journal of Organic Chemistry; vol. 12; (2016); p. 2046 – 2054;,
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