626-18-6 , The common heterocyclic compound, 626-18-6, name is 1,3-Benzenedimethanol, molecular formula is C8H10O2, 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.
Step 1: Synthesis of 3-(hydroxymethyl)benzyl 2-acetoxybenzoate (CD2-L10-OH) A solution of aspirin acid chloride (3.0 g, 16.7 mmol, freshly prepared from aspirin using oxalyl chloride/DMF method) in dichloromethane (15 mL) was added to a stirred solution of 1,3-benzenedimethanol (HO-L10-OH, 2.3 g, 16.6 mmol) and triethylamine (6.96 mL, 49.9 mmol) in dichloromethane (12 mL) at 0 C. The mixture was stirred at RT for 8 h when TLC analysis of the mixture indicated completion of the reaction. The mixture was concentrated and the residue was partitioned between ethyl acetate (100 mL) and water (50 mL). The organic layer was separated, washed with brine (1*50 mL), dried over anhydrous Na2SO4 and concentrated in vacuo to give the crude oily residue which was purified by column chromatography (silica gel, 150.0 g, 200-400 mesh, 30% EtOAc in hexane) to afford the title compound as colorless oil. Yield: 1.9 g (38.2%); 1H NMR (CDCl3, 300 MHz): delta 1.99 (t, J=5.7 Hz, 1H), 2.14 (s, 3H), 4.73 (d, J=5.4 Hz, 2H), 5.33 (s, 2H), 7.10 (d, J=8.1 Hz, 1H), 7.30-7.43 (m, 5H), 7.58 (dt, J=7.8, 1.5 Hz, 1H), 8.08 (dd, J=7.8, 1.5 Hz, 1H); MS m/z: 301.1 [M+H]+, 323.1 [M+Na]+.
According to the analysis of related databases, 626-18-6, the application of this compound in the production field has become more and more popular.
Reference:
Patent; PIRAMAL LIFE SCIENCES LIMITED; US2011/263526; (2011); A1;,
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