Synthetic Route of 17205-02-6,Some common heterocyclic compound, 17205-02-6, name is Ethyl 3-hydroxycyclobutanecarboxylate, molecular formula is C7H12O3, 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.
Ethyl 3-hydroxycyclobutane-1-carboxylate (4 g, 27.4 mmol, 1.0 equiv) was dissolved in N,N-dimethylformamide and cooled to 0 C. NaH (60 %) (1.66 g, 41.6 mmol, 1.5 equiv) was added portion wise and the reaction mixture was stirred at 0 C for 24 hours.1-(chloromethyl)-4-methoxybenzene (5.24 g, 33.3 mmol, 1.2 equiv) was added and the reaction mixture was stirred at room temperature for 24 hours. The reaction mixture was quenched with water and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate and concentrated. The residue was purified by silica gel column chromatography (0-30 % EtOAc in Hexane) to afford product 3.1.19a (4.82 g, 65.8 % yield). LCMS (mlz): 265.5 [M+H]. 1H NMR (400 MHz, DMSO) 6 7.27 – 7.21 (m, 2H), 6.94 – 6.84 (m, 2H), 4.29 (s, 2H), 4.12-3.99(m, 2H), 3.99-3.83(m, 1H), 3.74(s, 3H), 2.66 (tt, J= 9.7, 8.0 Hz, 1H), 2.44-2.32 (m, 2H), 2.22-1.96 (m, 2H), 1.21-1.14 (m, 3H).
The synthetic route of 17205-02-6 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; NOVARTIS AG; FU, Jiping; LEE, Patrick; MADERA, Ann Marie; SWEENEY, Zachary Kevin; WO2015/66413; (2015); A1;,
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