Prepacked, Disposable Büchner Funnels for Medicinal Chemistry
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1 Prepacked, Disposable Büchner Funnels for Medicinal Chemistry An Trinh, Todd Williams, Dave Bell, and Michael Ye Supelco, 595 North Harrison Road, Bellefonte, PA T GUR
2 Abstract/Introduction Medicinal chemistry is a branch within the pharmaceutical industry that merges expertise in organic, analytical, computational chemistry, and drug metabolism to conceptualize, design, and create novel compounds for potential therapeutic use. Within this research, Flash and HPLC chromatography play a growing role in purifying and characterizing pharmaceutical candidates for further biological evaluation. Nevertheless, medicinal chemists are searching yet for simple, reliable, rapid, low-cost methods of achieving separations for a wide range of reaction scales. As a result, packed bed Büchner funnels have received mainstream commission as a simple alternative to flash and other purification techniques.
3 Abstract/Introduction (contd) Unlike their self-packed ceramic counterpart, the pre-packed disposable version offers both performance and safety benefits. For example, researchers are exposed to inhalable particulates during the packing process, and large amounts of solvents used to clean the Büchner funnels after use. Also, ceramic Büchner funnels can easily break during use and cleaning. In terms of performance, channeling and bed-weight inconsistency are also major problems when researchers are required to self-pack Büchner funnels. In this report, we will discuss how prepacked disposable Büchner funnels address these issues as well as provide an overview of their utility within the area of medicinal chemistry research.
4 Experimentation Pre-Packed Disposable Büchner Funnel Design (Figure A) 2-piece polypropylene construction Internal Diameter: mm ID Bed weight ranges between g (Table 1) Lower half is the funnel Upper half is packed with sorbent between two 20µm polyethylene frits Resistant to organic solvents Contains a heat sealed retaining ring to further compress sorbent-frit assembly in place This compression helps eliminate sorbent channeling during use
5 Figure A. Schematic of Pre-Packed Büchner Funnels Retaining Ring Top Frit Sorbent Bed Bottom Frit
6 Table 1. Bed Weight Distribution vs. Funnel ID Funnel ID Sorbent Weight (Silica) 55mm 12.5g 70mm 25g 90mm 50g 110mm 100g 190mm 200g
7 Common Uses for Packed Bed Büchner Funnels Silica sorbents often used in baseline clean-up of solution-phase synthesis reactions Normal-Phase chromatography used to retard/retain more polar compounds via polar-polar interaction when loaded in the presence of organic sample matrix Polyamide phases (DPA-6S) commonly used for isolating active compounds from natural products (plant extracts) Other applications include dessication (solvent dehydration) and filtration (particulate removal) Scale-up SPE methods as tool for gross purification Tables 2 & 3 list common Büchner funnel sorbents and applications
8 Table 2. Common Büchner Funnel Sorbents Sorbent Composition Particle Size Magnesium sulfate MgSO 4 Silica (Merck) SiO 4 choices Silica (Discovery) SiO µm Celite 545 AW diatomaceous earth Alumina A, B, or N Al 2 O 3 60/325 mesh Florisil Mg 2 SiO 4 100/120 mesh Charcoal C (act. coconut) 20/40 mesh DPA-6S Polyamide resin µm C18-silica octadecyl 40-60µm
9 Table 3. Common Büchner Funnel Applications Sorbent Magnesium sulfate Silica Celite 545AW Alumina A, B, N Florisil Charcoal Polyamide C18-silica Application Dessicant Filtration, polar compound removal, dessicant Filtration Dessicant, many specific applications Many specific applications Removal of non-polar compounds removal, pigments, dyes Isolation of tannins, chlorophyll, gallic, humic acids Non-polar compound removal
10 Capacity Test for Büchner Funnels Packed bed Büchner funnels are most often used for gross purification/sample clean-up of larger scale samples. As a result, breakthrough capacity is a common concern for such applications. Representative test compounds were loaded at increasing amounts onto 5 common sorbents packed into 55mm ID funnels preconditioned with the appropriate solvent. The load flow through eluate was analyzed for compound breakthrough via HPLC-UV analysis.
11 Addition of Small Porosity Glass Fiber Membranes From the initial capacity experiment, fines were discovered in the flow-through eluate. To reduce the fines content, a glass fiber membrane, 0.45µm (Whatman GF/F), was placed below the bottom PE frit to trap any fines during sample processing In this study, 4 x 100mL aliquots of DI H 2 O was passed through a 55mm celite Büchner Funnel containing the small porosity GF/F membrane. Flow rate was measured during process, and the eluate was analyzed for celite fines.
12 Results Capacity Tests for Büchner Funnels On average, capacity levels of ~3.0% bed weight was observed (Table 4) The compression packing yielded fines in the flow-through solutions; however, fines can be adequately removed via thorough conditioning prior to addition of the sample Addition of a glass fiber membrane below the bottom frit may offer a potential solution for reducing fines
13 Table 4. Büchner Funnel Capacity and Breakthrough Values Phase Bed Wgt. Analyte Matrix Sample Capacity (mg) 2% BKT* DPA-6S 10g Phloroglucinol Water:Methanol (90:10) 240 DSC-Si 12.5g 4-Fluoro-3-nitrobenzoic acid Methylene chloride 350 Merck Silica 12.5g 4-Fluoro-3-nitrobenzoic acid Methylene chloride 400 Celite 12.5g Butyl paraben Methylene chloride 80 Charcoal 12.5g Butyl paraben Water:Methanol (80:20) 104 *Breakthrough is positive for the aliquot with a peak area greater than 2% that of breakthrough standard solution.
14 Addition of Small Porosity Glass Fiber Membranes The purpose of this study was to reduce the level of fines found in the eluate during processing. A fine porosity glass fiber membrane (0.45µm, Whatman GF/F) was placed below the bottom PE frit of a 55mm ID celite Büchner funnel prior to processing. The addition of the fine porosity GF membrane adequately trapped fine particles during processing; however, flow rate was impeded as more fines were trapped by the filter membrane (Figure B).
15 Figure B. Flow Rate Comparison of 55mm ID Büchner Funnel With and Without Glass Fiber Membrane Filtration Time vs. Volume Time (sec) Celite Celite GF/F 0 #1 #2 #3 #4 100mL Water Filtration
16 Conclusion Prepacked to eliminate exposure to inhalable particulates Compressed sorbent bed eliminates channeling Porous frit helps to spread sample across the sorbent bed Prepackaged design saves time in packing, cleaning and disposal Fines can be adequately removed through thorough conditioning before sample addition Addition of glass fiber membrane adequately captures fines; however, flow rate is reduced
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