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CAS RN: 161265-03-8 | Product Number: R0300
Xantphos (HPMC encapsulated)
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Purity:
Synonyms:
Product Documents:
| Size | Unit Price | Belgium | Japan* |
|---|---|---|---|
| 10EACH |
€85.00
|
Contact Us | 18 |
*Stock available in Belgium will be delivered in 1 to 3 days
*Stock available in Japan will be delivered in 1 to 2 weeks (excludes regulated items and dry ice shipments).
Supplemental Product Information:
Contents (per one capsule)
- Xantphos ca. 0.125 mmol
Uses of Reagent
- Applicable to palladium-catalyzed reactions due to a ligand encapsulated in HPMC capsules
Soluble Solvents
- Water, DMSO, DMF, 1,4-Dioxane (50°C), THF/Water mixture, 1,2-Dimethoxyethane/Water mixture
Related Product
- B2709 4,5-Bis(diphenylphosphino)-9,9-dimethylxanthene
| Product Number | R0300 |
| Molecular Formula / Molecular Weight | C__3__9H__3__2OP__2 = 578.63 |
| Physical State (20 deg.C) | Solid |
Storage Temperature 
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Room Temperature (Recommended in a cool and dark place, <15°C) |
| Store Under Inert Gas | Store under inert gas |
| Condition to Avoid | Hygroscopic |
| CAS RN | 161265-03-8 |
Specifications
| Appearance | White to Almost white capsule |
| Functionality test (conversion ratio) | min.90.0 % |
Properties (reference)
GHS
Related Laws:
Transport Information:
| HS Number | 3822190090 |
Application
TCI Practical Example: Suzuki-Miyaura Coupling Using the Encapsulated Pd2(dba)3 and Xantphos
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Used Chemicals
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Procedure
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Pd2(dba)3 (HPMC encapsulated) (one capsule) and Xantphos (HPMC encapsulated) (one capsule) were added to a solution of 2-acetamido-5-bromo-4-methylpyridine (570 mg, 2.50 mmol), cesium carbonate (900 mg, 2.80 mmol, 1.1 eq.) and phenylboronic acid (460 mg, 3.80 mmol, 1.5 eq.) in THF/water (4:1, 20 mL) at room temperature and the reaction mixture was stirred at 100 °C for 2 hours. The solution was then diluted with ethyl acetate (3.2 mL) and sat. Na2SO4 aq. (3.2 mL), and filtered through Celite pad and the filtrate was extracted with ethyl acetate (10 mL x 3). The organic layer was washed with water (15 mL) and brine (15 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (ethyl acetate:hexane = 0:1 - 4:1) to afford 2-acetamido-4-methyl-5-phenylpyridine (408 mg, 72% yield) as a pale yellow solid.
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Experimenter’s Comments
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The reaction mixture was monitored by GC.
The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose).
The shape of the capsule is like the image below and Pd2(dba)3 (ca. 60 μmol) and Xantphos (ca. 125 μmol) are encapsulated in each capsule, respectively.
The capsule disintegrates as shown in the image below when stirred in the solvent for about 15 minutes, releasing its content.
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Analytical Data
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2-Acetamido-4-methyl-5-phenylpyridine
1H NMR (400 MHz, CDCl3); δ 9.24-9.06 (brs, 1H), 8.16 (s, 1H), 8.10 (s, 1H), 7.46-7.36 (m, 3H), 7.30-7.29 (m, 2H), 2.32 (s, 3H), 2.21 (s, 3H).
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Lead Reference
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- Reagent and Catalyst Capsules: A Chemical Delivery System for Reaction Screening and Parallel Synthesis
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Other References
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- HPMC: A Biomass-Based Semisynthetic Sustainable Additive Enabling Clean and Fast Chemistry in Water
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