73582-31-7

Basic information

• Product Name: ethyl 3-hydroxy-3-(3-methoxyphenyl)butanoate
• Synonyms: ethyl 3-hydroxy-3-(3-methoxyphenyl)butanoate
• CAS NO: 73582-31-7
• Molecular Weight: 238.284
• Mol File: 73582-31-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: ethyl 3-hydroxy-3-(3-methoxyphenyl)butanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 3-hydroxy-3-(3-methoxyphenyl)butanoate(73582-31-7)
• EPA Substance Registry System: ethyl 3-hydroxy-3-(3-methoxyphenyl)butanoate(73582-31-7)

Safety Data

• Hazardous Substances Data: 73582-31-7(Hazardous Substances Data)

Upstream product

• 5764-82-9 bromo(2-ethoxy-2-oxoethyl)zinc 
• 586-37-8 1-(3-Methoxyphenyl)ethanone 
• 1711-05-3 m-anisoyl chloride 
• 105-36-2 ethyl bromoacetate 

Relevant articles and documents

Scalable Continuous Synthesis of Organozinc Reagents and Their Immediate Subsequent Coupling Reactions

The continuous synthesis of organozinc reagents and their immediately following subsequent also continuous consumption in catalyzed and noncatalyzed coupling reactions were investigated. In the first step, a bed of Zn turnings at variable liquid throughputs and concentrations of organic halide solutions was used, and the formed Zn organometallics were analyzed for quality control. They were then directly pumped into a second step, namely, Reformatsky, Saytzeff, and Negishi coupling reactions. In the organozinc halides' formation, a novel process window was employed by using a large molar excess of Zn turnings and investigating mechanical as well as chemical Zn activation. Subsequent couplings of the freshly prepared Zn organometallics were done using examples of a Reformatsky, Saytzeff, and Negishi coupling reaction. For the Zn organometallics' formation, a laboratory-scale reactor setup previously built for Grignard reagent formation was evaluated including a Zn replenishing unit; the same reactor was also used in the metal-catalyzed subsequent step (Negishi coupling). The main objective of this work was to establish the scalable continuous formation of Zn organometallic reagents enabling fast and safe process optimization, analyze the reagents for their purity, and then immediately consume them in various follow-up steps, always only leaving a very small amount of reactive and sensitive organometallic reagent in the setup. It was found that full conversion of the employed halides could be achieved within a single passage through the reactor with organozinc yields of 82-92%, as well as being able to successfully perform subsequent non- and metal-catalyzed coupling steps with yields of up to 92%. A pilot-scale setup allowing a liquid throughput of up to 3-5 L/h has also been built and is ready to be tested with the synthesis as established here.