Synthetic Route of 5299-60-5, Adding some certain compound to certain chemical reactions, such as: 5299-60-5, name is Ethyl 6-hydroxyhexanoate,molecular formula is C8H16O3, 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 5299-60-5.
To astirred solution of 60 mL dry DCM and DMSO (17.3 mL 0.243 mol) was added oxalylchloride (11.84 mL, 0.138mol) at -78oC dropwise and stirred for 15minutes, then added a solution of compound 20(4.5 g, 0.021 mol) in 10 mL dry DCM slowly and maintained the -78oCtemperature for another 1.5h, added Et3N (17.5 mL, 0.125mol) at -78oCand stirred for another 30 minutes,added icecold water and worked up with DCM, washed with brine, dried over MgSO, solvent evaporated and residue was directlyused for next step without any further purification.THF was added in themixture of solid methyltriphenylphosphonium iodide (22.23g, 0.056 mol) andpotassium t-butoxide (6.22g, 0.056mol)at 0oC and stirred for 15 minutes, it was observed that the reactionmass turned yellow colour, a solution of aldehyde of alcohol 20 (4g, 0.0187mol) in dry THF was added to this yellow reaction mass and stirred for1h at 0oC, before being quenched with saturated NH4Clsolution, extracted with ether, washed with brine, dried on MgSO4,solvent evaporated on reduced pressure followed by column chromatography toafforded olefin 21 (2.9 g, 78%) as colorless liquid; IR (KBr): 2927, 2857, 1734, 1461, 1271, 1161, 1034 cm-1; 1H NMR (300 MHz, CDCl3): delta= 5.70-5.83 (m, 1H), 4.90-5.02 (m, 2H), 4.10 (q, J= 7.55 Hz, 2H), 2.28 (t, J= 7.54 Hz, 2H), 1.96-2.10 (m, 2H), 1.55-1.68(m, 3H), 1.34-1.45 (m, 2H), 1.23 (t, J=6.78 Hz, 4H); 13C NMR (75 MHz, CDCl3): delta= 173.6, 138.3, 114.6, 60.1, 34.1, 33.3,28.3, 24.3, 14.2; MS (ESI) (m/z): 157 [M+H]+.
According to the analysis of related databases, 5299-60-5, the application of this compound in the production field has become more and more popular.
Reference:
Article; Dachavaram, Soma Shekar; Kalyankar, Kondbarao Balasaheb; Das, Saibal; Tetrahedron Letters; vol. 55; 41; (2014); p. 5629 – 5631;,
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