Development and Scale-Up of Three Consecutive Continuous Reactions for Production of 6-Hydroxybuspirone

LaPorte, Thomas L.; Hamedi, Mourad; DePue, Jeffrey S.; Shen, Lifen; Watson, Daniel; Hsieh, Daniel

doi:10.1021/op800079u

Cited by 53 publications

(42 citation statements)

References 11 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Chemists from Bristol-Myers Squibb applied continuous flow technology to develop a scalable, high-yielding route for the hydroxylation of buspirone (7) by an enolization/oxidation sequence (Scheme 5) [45]. In the first step, the substrate feed was mixed with the base by slowly reducing the temperature in two sequential static mixing units (SMU) to avoid precipitation of the inorganic base.…”

Section: Oxidation Of Hydrocarbonsmentioning

confidence: 99%

See 1 more Smart Citation

Aerobic Oxidations in Continuous Flow

Pieber

Kappe

2015

Organometallic Flow Chemistry

View full text Add to dashboard Cite

In recent years, the high demand for sustainable processes resulted in the development of highly attractive oxidation protocols utilizing molecular oxygen or even air instead of more uneconomic and often toxic reagents. The application of these sustainable, gaseous oxidants in conventional batch reactors is often associated with severe safety risks and process challenges especially on larger scales. Continuous flow technology offers the possibility to minimize these safety hazards and concurrently allows working in high-temperature/high-pressure regimes to access highly efficient oxidation protocols. This review article critically discusses recent literature examples of flow methodologies for selective aerobic oxidations of organic compounds. Several technologies and reactor designs for biphasic gas/liquid as well as supercritical reaction media are presented in detail.

show abstract

Section: Oxidation Of Hydrocarbonsmentioning

confidence: 99%

“…A numbering-up technique is used for the oxidation step (quad reactor). Adapted with permission from [45] Aerobic Oxidations in Continuous Flow control of its performance. Notably, a constant purity profile was monitored (90%) over time at a high production rate (15 kg d À1 ).…”

Section: Quad Reactor Quad Reactormentioning

confidence: 99%

Aerobic Oxidations in Continuous Flow

Pieber

Kappe

2015

Organometallic Flow Chemistry

View full text Add to dashboard Cite

show abstract

“…The oxidation was achieved using a trickle bed reactor. The oxidation was scaled up by numbering up (286,287).…”

Section: Scheme 60 Conversion Of γ-Terpinene To P-cymenementioning

confidence: 99%

Managing Hazardous Reactions and Compounds in Process Chemistry

Ager¹

2014

ACS Symposium Series

View full text Add to dashboard Cite

“…Academic laboratories have been employing this technology as routine work [33,34] , in industry there is clearly considerable interest in the introduction of continuous processing [34] , for example, chemical companies such as Bayer [10] , AstraZeneca [4] , Bristol-Myers Squibb [35] , Lonza [11] and others [36] .…”

Section: Micro Reaction Technology For Use In Pharmacy and Its Procesmentioning

confidence: 99%

Micro reactor and flow chemistry for industrial applications in drug discovery and development

Baraldi¹,

Hessel

2012

Green Processing and Synthesis

View full text Add to dashboard Cite

In this review, case studies focused on syntheses of active pharmaceutical ingredients, intermediates and lead compounds are reported employing micro reactors and continuous fl ow technology in areas such as medicinal chemistry, chemical development and manufacturing. The advantages of fl ow technology are currently very clear as opposed to conventional batch methods. Most strikingly and relevant for pharmaceutical ' s time-to-market needs, fl ow processing has the important advantage of the ease with which reaction conditions can be scaled. As this technology is new and has major full-process scale implications, we also wanted to point out that this cannot be applied and released to all chemistries yet, thereby also critically mirroring disadvantages and advantages of the step-change technology. However, the positive impact has been dominating and thus pharmaceutical and fi ne-chemical industries have increased their awareness and interest in fl ow chemistry applications. Beyond pharmaceutical syntheses, this review aims to conclude with the special needs of pharmacy on fl ow and micro reactor chemistry, which is not the same as for the fi ne-chemical industry. Here, the needs of Brazil are considered, as the mirroring of micro reactor and fl ow chemistry was done from a European -academic and business -perspective. The hope is to stimulate and promote fl ow developments in emerging developing nations.

show abstract

Development and Scale-Up of Three Consecutive Continuous Reactions for Production of 6-Hydroxybuspirone

Cited by 53 publications

References 11 publications

Aerobic Oxidations in Continuous Flow

Aerobic Oxidations in Continuous Flow

Managing Hazardous Reactions and Compounds in Process Chemistry

Micro reactor and flow chemistry for industrial applications in drug discovery and development

Contact Info

Product

Resources

About