53911-68-5, 4-(4-Chlorophenyl)dihydro-2H-pyran-2,6(3H)-dione is a Tetrahydropyrans compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
53911-68-5, Example 570.5 mmol of an anhydride (1m) was dissolved in 10 mL of methyl t-butyl ether at 20 C., 10 mol % of an organocatalyst (Q-BTBSA) was added thereto, 10 equivalents of methanol was added once thereto, and the mixture was stirred at 20 C. for 1 hours. This reaction was quenched using an aqueous solution of dilute hydrochloric acid (1N, 3 mL). The aqueous layer was extracted with ethyl acetate (2¡Á10 mL), and the combined organic layer was dried with MgSO4 and concentrated. The residue was purified by flash chromatography (25% ethyl acetate in normal-hexane) to obtain a hemiester (1 h, 92% yield). According to the known method (H. Han, Tetrahedron Lett. 2004, 45, 3301-3304), it was determined to obtain an enantiomeric excess of 92% by reacting the hemiester and R-1-(1-naphthyl)ethyl amine to be converted to an ester amide corresponding to the hemiester. The enantioselectivity was measured using high performance liquid chromatography (Kromasil, 90.5:9.5, hexane:isopropyl alcohol, 1 mL/min., t (main product)=9.4 min., t (side product)=17.4 min.).1H NMR (300 MHz, CDCl3) delta 2.56-2.78 (m, 4H), 3.55-3.65 (m, 4H), 7.13-7.16 (m, 2H), 7.24-7.27 (m, 2H); 13C NMR (75 MHz, CDCl3) delta 37.25, 40.00, 40.19, 51.70, 128.56, 128.74, 132.71, 140.63, 171.80, 177.22
As the paragraph descriping shows that 53911-68-5 is playing an increasingly important role.
Reference£º
Patent; SUNGKYUNKWAN UNIVERSITY FOUNDATION FOR CORPORATE COLLABORATION; US2011/213151; (2011); A1;,
Tetrahydropyran – Wikipedia
Tetrahydropyran – an overview | ScienceDirect Topics