ChemicalBook CAS DataBase List N,N-Dimethylcapramide

N,N-Dimethylcapramide synthesis

4synthesis methods

Product Name:N,N-Dimethylcapramide
CAS Number:14433-76-2
Molecular formula:C12H25NO
Molecular Weight:199.33

111-87-5 Synthesis

111-87-5
747 suppliers
$6.00/100g

127-19-5 Synthesis

127-19-5
824 suppliers
$5.00/25g

14433-76-2
300 suppliers
$9.00/25g

Yield:14433-76-2 94%

Reaction Conditions:

with C₁₉H₂₆ClIrNOP;potassium tert-butylate in toluene at 80; for 12 h;Schlenk technique;Inert atmosphere;Sealed tube;Green chemistry;

Steps:

2. General procedure for α-alkylation of amides
General procedure: To a 5 mL dried Schlenk tube was added with iridium complex 1b (2.7 mg, 0.5 mol %), KOtBu (134 mg, 1.2 mmol), Benzyl alcohol 2a (103 μL, 1 mmol), and N,N-dimethylacetamide 3a (150 μL, 2.0 mmol) under an argon atmosphere, followed by toluene (1.0 mL). The flask was sealed tightly with a teflon plug under an argon atmosphere, and the solution stirred in a 80 °C oil bath for 12 h. Then the reaction mixture was cooled to room temperature, and the solvent was removed under high vacuum. The residue was dissolved in dichloromethane and filtrated though celite. The filter was collected and the volatiles were removed under reduced pressure. The residue was purified by silica gel column chromatography using ethyl acetate/petroleum ether (1:4) to afford the product 4a, colorless oil, isolated yield: 92%, 160 mg.

References:

Yao, Wubing;Ma, Xiaochen;Guo, Le;Jia, Xiangqing;Hu, Aiguo;Huang, Zheng [Tetrahedron Letters,2016,vol. 57,# 26,p. 2919 - 2921] Location in patent:supporting information

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112-13-0 Synthesis