In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 3650-78-0 as follows. category: esters-buliding-blocks
To a stirred solution of benzyl bromide (27 mL, 227 mmol) in acetone at r.t. was added tetrahydrothiophene (10.0 mL, 1 14 mmol). The solution was stirred for 16 h and the resulting precipitate filtered and washed with acetone (3 x 50 mL) and dried under air, to give 1 -benzyltetrahydrothiophenium bromide as a white solid (51 .9 g, 88%). [00164] A mixture of 1 -benzyltetrahydrothiophenium bromide (3.39 g, 13.1 mmol) and (?)-methyl 3-(4-bromophenyl)acrylate (2.10 g, 8.71 mmol) in DCM (50 mL) was cooled to -78C and slowly treated with LiHMDS (13.1 mL, 1 M solution in THF) (via syringe pump, 1 mL/h). After complete addition, the mixture was warmed to r.t., stirred for 16 h and was quenched with H20 (50 mL). The biphasic mixture was separated and the organic layer washed with brine (2 x 50 mL), dried (MgS04) and concentrated. Purification by flash silica column chromatography (gradient elution i-hex to 5% EtOAc in i-hex) gave the title compound as a colourless oil (600 mg, 20%). LCMS (ES+) 332, 334 (M+H)+.
According to the analysis of related databases, 3650-78-0, the application of this compound in the production field has become more and more popular.
Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; LUCKHURST, Christopher, A.; BURLI, Roland, W.; STOTT, Andrew, J.; BRECCIA, Perta; WO2014/14900; (2014); A1;,
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