ChemicalBook CAS DataBase List 4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE

4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE synthesis

9synthesis methods

Product Name:4-[2-(DIMETHYLAMINO)ETHOXY]BENZYLAMINE
CAS Number:20059-73-8
Molecular formula:C11H18N2O
Molecular Weight:194.27

140-75-0 Synthesis

140-75-0
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20059-73-8
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$26.00/1g

Yield:20059-73-8 91%

Reaction Conditions:

Stage #1:2-(N,N-dimethylamino)ethanol with sodium hydride at 130 - 140; for 1 h;
Stage #2:para-fluorobenzylamine at 130 - 140; for 5 h;Product distribution / selectivity;

Steps:

1
[Example 1]; Preparation of 4- [2- (dimethyl amino)ethoxy Ibenzylamine; 2.54g(63.43mmol) of 60% sodium hydride was slowly dropwised to6.63g(74.37mmol) of 2-(dimethylamino)ethanol at 0°C.After finishing the drop wise, the temperature of reactor was raised to 130~140°Cand mixed for 1 hour. 5.48g(43.79mmol) of 4-fluorobenzylamine was slowlydropwised therein, followed by mixing at 130~140°C for 5 hours. After finishing thereaction, the reactant was cooled down to room temperature. 100mNo. of H O was addedthereto, followed by mixing for 30 minutes, and then extracted withchloroform(150mNo.x2), and dried with magnesium sulfate anhydrous, which was thenfiltered, and 7.74g(91% yield) of a desired product was obtained by decompressing -distilling.,ppm): 1.63(br,NH ), 2.31(s,6H), 2.67~2.72(t,2H), 3.77(s,2H),4.00~4.05(t,2H), 6.84~6.89(d,2H), 7.17~7.21(d,2H)

References:

IL YANG PHARM. CO., LTD WO2006/11696, 2006, A1 Location in patent:Page/Page column 7-8