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CAS RN: 166330-10-5 | 产品编码: R0301

DPEphos (HPMC encapsulated)


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纯度/分析方法:
别名:
  • DPEphos (密封于HPMC胶囊中)
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Contents (per one capsule)

  • DPEphos ca. 0.15 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

  • B2867 Bis[2-(diphenylphosphino)phenyl] Ether

产品编码 R0301
分子式/分子量 C__3__6H__2__8OP__2 = 538.57 
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 166330-10-5
技术规格
Appearance White to Almost white 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 H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
防范说明 P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ eye protection/ face protection.
P302 + P352 : IF ON SKIN: Wash with plenty of water.
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.
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: Suzuki-Miyaura Coupling Using the Encapsulated Pd2(dba)3 and DPEphos

TCI Practical Example: Suzuki-Miyaura Coupling Using the Encapsulated Pd2(dba)3 and DPEphos

Used Chemicals

Procedure

Pd2(dba)3 (HPMC encapsulated) (one capsule) and DPEphos (HPMC encapsulated) (one capsule) were added to a solution of 2-acetamido-5-bromo-4-methylpyridine (340 mg, 1.50 mmol), cesium carbonate (540 mg, 2.0 mmol, 1.1 eq.) and phenylboronic acid (270 mg, 2.3 mmol, 1.5 eq.) in THF/water (10:1, 8.25 mL) at room temperature and the reaction mixture was stirred at 100 °C for 4 hours. The solution was then diluted with ethyl acetate (10 mL) and sat. sodium sulfate (10 mL), and filtered through Celite pad. The filtrate was separated and 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 = 1:2 - 1:1) to afford 2-acetamido-4-methyl-5-phenylpyridine (319 mg, 94% yield) as a white solid.

Experimenter’s Comments

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 DPEphos (ca. 150 μmol) are encapsulated in each capsule, respectively.

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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