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ChemicalBook CAS DataBase List ethyl 2-(oxetan-3-ylidene)acetate
922500-91-2

ethyl 2-(oxetan-3-ylidene)acetate synthesis

3synthesis methods
-

Yield:922500-91-2 86%

Reaction Conditions:

with 1,8-diazabicyclo[5.4.0]undec-7-ene in tetrahydrofuran at 0 - 20; for 17 h;Cooling with ice;Reagent/catalyst;

Steps:

1; 2; 3; 4; 5 Preparation of compound III
Triethyl phosphonoacetate (932.6g, 4.16mol, 1.5eq.),Put THF (10L) into the reaction flask,Cool down to 0-5C,Add DBU (633.8g, 4.16mol, 1.5eq.) in batches,Stir and react for 30min under ice bath,A large amount of solid precipitated.Under the ice bath,Compound II (200.0g, 2.77mol, 1.0eq.) was added dropwise,The addition is complete.The reaction was stirred at room temperature for 17h.GC detection showed that the reaction of the raw materials was complete. Pour the reaction liquid into 5L saturated sodium carbonate solution, separate the liquids, extract the aqueous phase with EA, combine the organic phases, concentrate under reduced pressure to remove most of the solvent, wash with brine once, dry over magnesium sulfate, and concentrate under reduced pressure. Distillation, collect the fractions at 48-50degC to obtain 338.6g of compound III as colorless oil, yield 86%

References:

Nanjing Furunkaide Bio-pharmaceutical Co., Ltd.;Lian Huawen;Zhang Jie;Liu Guihua CN111848552, 2020, A Location in patent:Paragraph 0051-0054; 0065-0068; 0079-0082; 0092-0095; 0106

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