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CAS RN: 95464-05-4 | 产品编码: R0307

PdCl2(dppf)·CH2Cl2 (HPMC encapsulated)


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纯度/分析方法:
别名:
  • PdCl2(dppf)·CH2Cl2 (密封于HPMC胶囊中)
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Contents (per one capsule)

  • PdCl2(dppf)·CH2Cl2 ca. 0.090 mmol

Uses of Reagent

  • Applicable to palladium-catalyzed reactions due to a palladium catalyst encapsulated in HPMC capsules

Soluble Solvents

  • Water, DMSO, DMF, 1,4-Dioxane (50°C), THF/Water mixture, 1,2-Dimethoxyethane/Water mixture

Related Product

  • B2064 [1,1'-Bis(diphenylphosphino)ferrocene]palladium(II) Dichloride Dichloromethane Adduct

产品编码 R0307
分子式/分子量 C__3__4H__2__8Cl__2FeP__2Pd·CH__2Cl__2 = 816.64 
外观与形状(20°C) 固体
储存温度 室温 (15°C以下阴凉干燥处)
储存在惰性气体下 存放于惰性气体之中
应避免的情况 湿气 (吸湿)
CAS RN 95464-05-4
技术规格
Appearance White to Light red capsule
Functionality test (conversion ratio) min.90.0 %
物性(参考值)
GHS
象形图 Pictogram
信号词 Warning
危险性说明 H302 + H312 + H332 : Harmful if swallowed, in contact with skin or if inhaled.
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
防范说明 P501 : Dispose of contents/ container to an approved waste disposal plant.
P261 : Avoid breathing dust.
P270 : Do not eat, drink or smoke when using this product.
P271 : Use only outdoors or in a well-ventilated area.
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ protective clothing/ eye protection/ face protection.
P337 + P313 : If eye irritation persists: Get medical advice/ attention.
P305 + P351 + P338 : IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P362 + P364 : Take off contaminated clothing and wash it before reuse.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P301 + P312 + P330 : IF SWALLOWED: Call a POISON CENTER/doctor if you feel unwell. Rinse mouth.
P302 + P352 + P312 : IF ON SKIN: Wash with plenty of water.Call a POISON CENTER/doctor if you feel unwell.
P304 + P340 + P312 : IF INHALED: Remove person to fresh air and keep comfortable for breathing. Call a POISON CENTER/doctor if you feel unwell.
相关法规
运输信息
HS编码* 3822.19-000
*此H.S.编码用于日本出口报关,不适用于您所在国家或地区的进口申报
应用
TCI Practical Example: The Suzuki-Miyaura Coupling Using Encapsulated PdCl2(dppf)·CH2Cl2

TCI Practical Example: The Suzuki-Miyaura Coupling Using Encapsulated PdCl2(dppf)·CH2Cl2

Used Chemicals

Procedure

PdCl2(dppf)·CH2Cl2 (HPMC encapsulated) (one capsule) was added to a solution of 2-acetamido-5-bromo-4-methylpyridine (410 mg, 1.80 mmol), cesium carbonate (650 mg, 2.0 mmol, 1.1 eq.) and phenylboronic acid (330 mg, 2.7 mmol, 1.5 eq.) in DME/water (4:1, 5 mL) at r.t. and the reaction mixture was stirred at 100 °C for 2 hours. The solution was then diluted with ethyl acetate (10 mL) and sat. Na2SO4 aq. (10 mL) and the mixture was filtered through Celite pad and the filtrate was extracted with ethyl acetate (15 mL x 2). 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 = 2:1 - 1:4) and then further purified by reversed-phase silica gel chromatography (water:acetonitrile = 95:5 - 40:60) to afford 2-acetamido-4-methyl-5-phenylpyridine (395 mg, 97% yield) as a white solid.

Experimenter’s Comments

The reaction mixture was monitored by GC.
The silica gel column purification failed to separate the debromo compound. Therefore, the purification was also performed on an ODS column.
The material of the capsule is water-soluble HPMC (hydroxypropyl methylcellulose).
The shape of the capsule is like the image below and PdCl2(dppf)·CH2Cl2 (ca. 90 μmol) is encapsulated in each capsule.

Appearance of capsule

The capsule disintegrates as shown in the image below when stirred in the solvent for about 15 minutes, releasing its content.

Capsule disintegrating

Analytical Data

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).

Lead Reference

Other References


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