Specifications
CLASS
Cross-Coupling [Catalysis]
SUBCLASS
Phosphine Ligands (for Cross-Coupling) [Catalysis]
APPLICATION
Rhodium-Catalyzed Cross-coupling of Organoboron Compounds with Vinyl Acetate
Typical procedure: Under nitrogen atmosphere, a mixture of an arylboron compounds (0.50 mmol), [RhCl(cod)]2 (6.2 mg, 13 µmol), DPPB (11.7 mg, 28 µmol), and K3PO4 (320 mg, 1.5 mmol) is diluted with toluene (2.0 mL). Alkenyl acetate (1.1 or 2.5 mmol) and tert-amyl alcohol (0.55-1.5 mmol) are added into the resulting suspension at room temperature. The mixture is stirred at 100℃ for 24 h and then diluted with hexane (2.0 mL) or EtOAc (2.0 mL). After the filtration through a Celite pad, solvent is removed from the filtrate under reduced pressure. The residue is purified with a flash column chromatography (EtOAc-hexane) to give the desired product.
PUBCHEM SUBSTANCE ID
87564182.0
BEILSTEIN/REAXYS NUMBER
706446.0
HAZARD STATEMENTS
H315 : Causes skin irritation.
H319 : Causes serious eye irritation.
PRECAUTIONARY STATEMENTS
P264 : Wash skin thoroughly after handling.
P280 : Wear protective gloves/ 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.
P302 + P352 : IF ON SKIN: Wash with plenty of soap and water.
P332 + P313 : If skin irritation occurs: Get medical advice/ attention.
P362 : Take off contaminated clothing and wash before reuse.
*USAGE / SAFETY STATEMENT
For laboratory research and development purposes only.
QUALITY CERTIFICATION / COMPLIANCE
Fukaya factory is certified for GMP, ISO14001:2004 (JQA-EM5386) and IQ Net (JP-JQA-EM5386).
APPEARANCE
White to Almost white powder to crystaline
MOLECULAR FORMULA
C28H28P2
SDBS (AIST SPECTRAL DB)
18417.0
PURITY / ANALYSIS METHOD
>98.0%(GC)