ChemicalBook CAS DataBase List N-Ethyl-4-methoxybenzylamine

N-Ethyl-4-methoxybenzylamine synthesis

6synthesis methods

Product Name:N-Ethyl-4-methoxybenzylamine
CAS Number:22993-76-6
Molecular formula:C10H15NO
Molecular Weight:165.23

7403-41-0 Synthesis

7403-41-0
14 suppliers
$57.00/250mg

22993-76-6
87 suppliers
$24.00/1g

105-13-5
566 suppliers
$5.00/5G

Yield:22993-76-6 92 %Spectr. ，105-13-5 7 %Spectr.

Reaction Conditions:

with 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane in neat (no solvent) at 120; for 24 h;Inert atmosphere;Sealed tube;

Steps:

General procedure for hydroboration of secondary and tertiary amides

General procedure: N,N-dimethylbenzamide (0.0746 g,0.5 mmol), or N-methylbenzamide (0.0676 g, 0.5 mmol) was taken in culture tube (11 ml) at 25 °C, sealed with septum, the air in culture tube was replaced with argon gas. After adding pinacolborane (0.36 ml, 2.5 mmol 5 equiv), the screw cap was closed, stirred at 120 °C for 24 h. Afterthis time, it was cooled to room temperature, excess HBpin was quenched by adding water (0.1 ml). After adding 2 ml of 5 N NaOH (aq), reaction mixture was extracted with ether (20 ml). The organic part was dried over MgSO₄, filtered and dried under high vacuum to remove volatile organic impurities. The yield was analyzed by ¹HNMR (using acetonitrile [8μl, 0.33 eq] as an internal standard).

References:

Yi, Jaeeun;Kim, Hyun Tae;Jaladi, Ashok Kumar;An, Duk Keun [Bulletin of the Korean Chemical Society,2022,vol. 43,# 1,p. 129 - 132]

2393-23-9 Synthesis