Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 50595-15-8, name is tert-Butyl 2-hydroxyacetate. A new synthetic method of this compound is introduced below., Safety of tert-Butyl 2-hydroxyacetate
A 100 mL round bottom flask, equipped with a magnetic stir bar, was charged with tert- butyl 2-hydroxyacetate (1.07 g, 8.10 mrnol) and 4,5-dichloro-2-(2,2,2-trifluoroethyl)pyridazin- 3(2H)-one (FCH Group; CAS: 97137-16-1 ; 2 g, 8.10 mrnol). The flask contents were placed under a dry nitrogen atmosphere and tetrahydrofuran (THF) (16 mL) was introduced via syringe. The resulting solution was stirred at ambient temperature as lithium bis(trimethylsilyl)amide (1.0 M in THF; 8.10 mL, 8.10 mrnol) was added dropwise. The reaction mixture was stirred at ambient temperature for 65 hours. The reaction mixture was diluted with ethyl acetate (30 mL) and washed with dilute aqueous citric acid (2 x 10 mL) and with brine (1 x 10 mL). The organic layer was dried over anhydrous MgSC , filtered and concentrated under reduced pressure to give a crude mixture that was purified via column chromatography (Si(, 10-35percent ethylacetate/heptanes) to give the earlier eluting title compound A (577 mg, 1.7 mrnol, 21percent yield) and the later eluting title compound B (768 mg, 2.2 mrnol, 28percent yield). Title compound A:JH NMR (400 MHz, CDC13) delta ppm 7.77 (s, 1H), 5.21 (s, 2H), 4.71 (q, J = 8.3 Hz, 2H), 1.45 (s, 9H); MS (ESI+) m/z 343 (M+H)+. Title Compound B:JH NMR (400 MHz, CDC13) delta ppm 7.68 (s, 1H), 4.80 (q, 8.3 Hz, 2H), 4.80 (s, 2H), 1.50 (s, 9H); MS (ESI+) m/z 343 (M+H)+.
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Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; PLIUSHCHEV, Marina, A.; FROST, Jennifer, M.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; XIONG, Zhaoming; SWEIS, Ramzi, Farah; DART, Michael, J.; BROWN, Brian, S.; MURAUSKI, Kathleen; (673 pag.)WO2019/90069; (2019); A1;,
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