Synthetic Route of 96-35-5 ,Some common heterocyclic compound, 96-35-5, molecular formula is C3H6O3, 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.
3.85 g of silver perchlorate (18.6 mmol) are added to a solution of 8,8-dibromobicyclo[5.1.0]octane 16 (2.5 g, 9.3 mmol) and methyl glycolate (6.35 ml, 83.9 mmol) dissolved in 5 ml of anhydrous toluene in a dry round-bottomed flask under Ar protected from light by an aluminum film. The reaction mixture is stirred at ambient temperature for 1 h 30 and then the silver salts are filtered off through a sintered glass funnel and washed with AcOEt. The solution is concentrated under vacuum to give a viscous brown oil which is purified by chromatography on silica gel (cyclohexane/2-15% AcOEt) to produce 17 in the form of a yellow oil (w=1.7 g, i.e. 66% yield).1H NMR (CDCl3, 200 MHz): delta (ppm) 0.7-2.2 (m, 8H, H4-4′-5-5′-6-6′-7-7′); 2.28 (m, 1H, H8); 2.70 (ddd, J=5.0-11.5-23.5 Hz, 1H, H8′); 3.72 (s, 3H, OMe); 3.94 (d, J=16.5 Hz, 1H, H9); 4.10 (dd, J=5.0-10.0 Hz, 1H, H3); 4.23 (d, J=16.5 Hz, 1H, H9′); 6.20 (dd, J=4.0-11.5 Hz, 1H, H1).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,96-35-5, its application will become more common.
Reference:
Patent; COMMISSARIAT A L’ENERGIE ATOMIQUE ET AUX ENERGIES ALTERNATIVES; US2011/118484; (2011); A1;,
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