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Supplemental Product Information:
Contents (per one capsule)
8-Quinolinol ca. 0.450 mmol
Uses of Reagent
Applicable to copper-catalyzed reactions due to a copper catalyst encapsulated in HPMC capsules
H301 : Toxic if swallowed. H318 : Causes serious eye damage. H360 : May damage fertility or the unborn child. H317 : May cause an allergic skin reaction. H410 : Very toxic to aquatic life with long lasting effects.
Precautionary Statements
P501 : Dispose of contents/ container to an approved waste disposal plant. P261 : Avoid breathing dust. P273 : Avoid release to the environment. P272 : Contaminated work clothing should not be allowed out of the workplace. P270 : Do not eat, drink or smoke when using this product. P202 : Do not handle until all safety precautions have been read and understood. P201 : Obtain special instructions before use. P264 : Wash skin thoroughly after handling. P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection. P302 + P352 : IF ON SKIN: Wash with plenty of water. P391 : Collect spillage. P308 + P313 : IF exposed or concerned: Get medical advice/ attention. P362 + P364 : Take off contaminated clothing and wash it before reuse. P333 + P313 : If skin irritation or rash occurs: Get medical advice/ attention. P301 + P310 + P330 : IF SWALLOWED: Immediately call a POISON CENTER/doctor. Rinse mouth. P305 + P351 + P338 + P310 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Immediately call a POISON CENTER/doctor. P405 : Store locked up.
Related Laws:
Transport Information:
UN Number
UN2811
Class
6.1
Packing Group
III
H.S.code*
3822.19-000
*This code is applied to the products when TCI exports from Japan and not for import in your country.
Copper(I) iodide (HPMC encapsulated) (one capsule) and 8-quinolinol (HPMC encapsulated) (one capsule) were added to a solution of indole (93.7 mg, 800 µmol), 2-bromopyridine (164 mg, 1.04 mmol, 1.3 eq.) and cesium carbonate (521 mg, 1.60 mmol, 2.0 eq.) in DMSO (2.5 mL) at r.t. and the reaction mixture was stirred at 150 °C for 4 hours. After cooling to r.t., the solution was diluted with ethyl acetate (15 mL) and sat. Na2SO4 aq. (15 mL), and filtered through Celite pad. The filtrate was extracted with ethyl acetate (15 mL x 2) and the combined organic layer was washed with 2 mol/L HCl (15 mL) and sat. NaHCO3 aq. (15 mL), dried over sodium sulfate and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (ethyl acetate:hexane = 1:10 - 1:5) to afford N-(2-pyridyl)indole (97 mg, 62% yield) as a pale-yellow oil.
Experimenter’s Comments
The reaction mixture was monitored by UPLC. The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose). The capsule has the shape shown in Fig. 1 and 8-quinolinol (ca. 450 μmol) and copper(I) iodide (ca. 800 μmol) are encapsulated in each capsule, respectively.
Fig. 1. Appearance of the capsule The capsule dissolves in water or polar solvent as shown in Fig. 2. Fig. 2. Capsule disintegrating (left) Immediately after the addition of the capsule, (right) 15 minutes after the addition of the capsule.
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