These common heterocyclic compound, 126940-10-1, name is 1-Fluoro-3-(methoxymethoxy)benzene, 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. Safety of 1-Fluoro-3-(methoxymethoxy)benzene
To a solution of n-BuLi (76.85 ml, 192.122mmol, 1 eq) in THF (300ml) was added TMEDA (29.89 ml, 99.807 mmol, 1 .04 eq), the mixture was cooled to -78C and stirred for 1 h. Compound 2 (30g, 192.122 mmol, 1 eq) in THF (75ml) was added to it drop wise under argon, then reaction mass was stirred for 2hr at -78C, followed by addition of Trim ethyl borate at the same temperature. Then the mixture was slowly warmed to rt stirred for 16h. Then the reaction mass was cooled to 0C, then 30% H2O2 (18 ml) solution was added slowly drop wise. The reaction mass was warmed to rt and stirred at for 1 h. TLC analysis indicated formation of polar spot. The reaction mixture was dissolved in EtOAc (300ml) and washed with brine (2 x 50ml) & water (2x 50ml). The separated organic layer was dried over Na2S04 and concentrated under reduced pressure to give a crude product; which was purified by column chromatography (silica gel100-200mesh) using 8%petroleum ether as an eluent to give compound 3 ( 25g, 75.55% ) as a colorless oil.
The synthetic route of 1-Fluoro-3-(methoxymethoxy)benzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ONTARIO INSTITUTE FOR CANCER RESEARCH (OICR); AL-AWAR, Rima; ISAAC, Methvin; CHAU, Anh My; MAMAI, Ahmed; WATSON, Iain; PODA, Gennady; SUBRAMANIAN, Pandiaraju; WILSON, Brian; UEHLING, David; PRAKESCH, Michael; JOSEPH, Babu; MORIN, Justin-Alexander; (441 pag.)WO2019/153080; (2019); A1;,
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