Analyzing the synthesis route of 67853-03-6

According to the analysis of related databases, 67853-03-6, the application of this compound in the production field has become more and more popular.

Related Products of 67853-03-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: In a plastic reaction vessel equipped with a Teflon-coated magnetic stiffer was charged DEOXO-FLUOR (6 eq., 2.7 M solution in toluene). To this was then added sequentially 3-acetyl-benzoic acid methyl ester (1 eq.) and ethanol (1 eq.), and the resulting mixture was heated at 85C for 3 days. The reaction mixture was then cooled to RT, diluted with EtOAc and washed with brine. The organic extract was then dried over MgSO4, filtered and the filtrate concentrated in vacuo. Purification of the residue thus obtained by way of column chromatography (Si02, gradient elution, Hex -> 9:1 (v/v) Hex: EtOAc) afforded the intermediate ester as a colorless oil. This was then immediately taken up in methanol (0.1 M), added lithium hydroxide (1 eq.) and then stirred at RT for 16 h. The resulting reaction mixture was carefully neutralized with HC1 (4 M in dioxane) and the volatiles were removed in vacuo. The resulting residue was subjected to column chromatography (Si02, gradient elution, 9:1 (v/v) Hex: EtOAc-> EtOAc) to furnish the desired product as a white solid (68% yield). Prepared in an analogous fashion to Intermediate acid 4, but using 3- hydroxymethyl-benzoic acid methyl ester (1 eq.) in place of 3-acetyl-benzoic acid methyl ester and DAST (1.5 eq.) in place of DEOXO-FLUOR. Furthermore, the reaction took place at -78C over 1 h instead of 85C over 3 days (14% yield).

According to the analysis of related databases, 67853-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK PATENT GMBH; JORAND-LEBRUN, Catherine; LAN, Ruoxi; CHEN, Austin; CLARK, Ryan C.; (268 pag.)WO2017/49068; (2017); A1;,
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