CAS 4652-27-1: 4-Methoxy-3-buten-2-one

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

Applications 4-Methoxy-3-buten-2-one is a reactant in the synthesis of hydroisoquinoline derivatives as an intermediate for the synthesis of manzamine. References Mihara, Y., et. al.: Bull. Chem. Soc., 82, 1520 (2009)

4-Methoxy-3-buten-2-one

4-Methoxy-3-buten-2-one is an important precursor for the synthesis of 1-methoxy-3-trimethylsilyloxy-1,3-butadiene and the Danishefsky diene and its equivalent. It is widely used as a reactant in the synthesis of hydroisoquinoline derivatives. It is employed as an intermediate for the synthesis of manzamine. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

4-Methoxy-3-buten-2-one is a chemical compound with the molecular formula CH3OCH=CH(CH3)COCH3. It is a colorless liquid that has a pleasant, fruity odor. This chemical can be obtained by reacting anilines with acetoacetic ester in the presence of pyridine. The reaction mechanism for this reaction is nucleophilic attack by the nitrogen on the carbonyl carbon of the acetoacetic ester, followed by protonation and release of methanol. The methoxy group is a nucleophile that attacks the electrophilic enolate carbon of acetoacetic ester to form an enolate ion. The anion formed after protonation is attacked by methanol, forming 4-methoxy-3-buten-2-one. This chemical can also be prepared from fatty acids through a process called saponification: in