Reference of 67853-03-6, 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. 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, 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.
To a solution of methyl 3-(hydroxymethyl)benzoate (0.30 g, 1.8 mmol) in DMF (5 mL), cooled to 0C, was added sodium hydride (60% dispersion in mineral oil, 0.086 g, 2.15 mmol). The reaction mixture was stirred at this temperature for 10 minutes and then at room temperature for 20 minutes. 2-(3-chloropropyl)-l,3-dioxalane (0.25 g, 1.8 mmol) was added and the reaction stirred room temperature for 5 hours. The reaction mixture was quenched with water and saturated aqueous sodium carbonate added. The mixture extracted with ethyl acetate (x3) and the combined organic extracts dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure. The residue was diluted with THF / MeOH (4.5 mL / 4.5 mL) and 2M aqueous sodium hydroxide (4.5 mL) added. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure to half the volume and the pH adjusted with aqueous 1M hydrochloric acid. The mixture was extracted with ethyl acetate (x2) and the combined organic extracts dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.25 g, 52%).
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Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; RIZZI, Andrea; CARZANIGA, Laura; LINNEY, Ian; (108 pag.)WO2017/93208; (2017); A1;,
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