As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 504-63-2, name is 1,3-Propanediol, molecular formula is C3H8O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. Recommanded Product: 504-63-2
General procedure A: Synthesis of acetal protected aldehydes 1,3-Propanediol (1.5 eq.) and p-TSA (0.1 eq.) were added to a solution of aldehyde (5.0 mmol, 1.0 eq.) in toluene. The reaction was heated to reflux and left to stir for 7 hours. After cooling to room temperature, the reaction was washed with three portions of H2O, dried over MgSO4 and the solvent removed under reduced pressure to afford the crude acetal protected product. General procedure A was followed using 2-bromo-5-methoxybenzaldehyde (1.08 g, 5.00 mmol), to provide the title compound as an orange oil in 96% yield (1.31 g, 4.80 mmol), which was used without further purification. 1H NMR (300 MHz, CDCl3) deltaH: 7.40 (1H, d, J = 8.9 Hz, ArH), 7.24 (1H, d, J = 3.1 Hz, ArH), 6.76 (1H, dd, J = 8.8, 3.3 Hz, ArH), 5.71 (1H, s, CH), 4.28 (1H, dd, J = 5.1, 1.3 Hz, OCHAHB), 4.24 (1H, dd, J = 5.1, 1.3 Hz, OCHAHB), 4.02 (2H, td, J = 12.2, 2.5 Hz, OCH2), 3.80 (3H, s, OCH3), 2.32-2.16 (1H, m, CH2CHAHBCH2), 1.48-1.41 (1H, m, CH2CHAHBCH2); 13C{1H} NMR (75.5 MHz CDCl3) deltaC: 159.2, 138.3, 133.3, 117.2, 112.8, 112.7, 100.9, 67.7, 55.6, 25.8; I.R (thinfilm) nu max (cm-1): 1596 (ArC=C), 1575 (ArC=C); HRMS (ESI): m/z calculated for C11H13BrO3: requires: 273.0126 for [M+H]+; found: 273.0129.
With the rapid development of chemical substances, we look forward to future research findings about 504-63-2.
Reference:
Article; Peacock, Lucy R.; Chapman, Robert S. L.; Sedgwick, Adam C.; Bull, Steven D.; Mahon, Mary F.; Amans, Dominique; Organic Letters; vol. 17; 4; (2015); p. 994 – 997;,
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