A common heterocyclic compound, 178312-47-5, name is Ethyl 4,4-difluorocyclohexanecarboxylate, molecular formula is C9H14F2O2, its 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. 178312-47-5.
Synthesis of Compound 349: To a solution of the ethyl ester (349A; 10 g; 0.052 mol.) in diethyl ether (50 ml) at-78 C (bath temp. ) was added KHMDS (0.5 M in toluene ; 156.087 ml ; 1.5 equiv. ). The resulting solution was stirred for 30 minutes, then benzyl chloromethyl ether (11.89 ml ; density 1.13 ; 1.65 equiv. ) was added. The reaction mixture was stirred at-78 C to R. T. for 24 h. Reaction was stopped by addition of saturated aq. NH4C). It was then diluted with ethyl acetate and the combined organic phase was washed with brine, dried over Na2SO4 and evaporated to dryness in vacuo to provide a light brown oil (24.2 g). It was chromatographed over silica gel (300 g). The column was eluted with 1 %- 4% ethyl acetate in n-hexane providing in some of the fractions pure 349B (6.54 g).
The synthetic route of Ethyl 4,4-difluorocyclohexanecarboxylate has been constantly updated, and we look forward to future research findings.
Reference:
Patent; SCHERING CORPORATION; WO2005/87731; (2005); A1;,
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