ChemicalBook CAS DataBase List N,N-Dimethylbenzylamine

N,N-Dimethylbenzylamine synthesis

14synthesis methods

Product Name:N,N-Dimethylbenzylamine
CAS Number:103-83-3
Molecular formula:C9H13N
Molecular Weight:135.21

25% Aqueous Dimethylamine, 1088 grams
Benzyl Chloride, 126.6 grams
In the apparatus of Example 1, the benzyl chloride was added dropwise over a two-hour period to the amine (molar ratio 1 to 6) at a rate sufficient to maintain the temperature below 40°C. Stirring was continued at room temperature for an additional hour to insure completion of the reaction denoted by the equation below.
Preparation of N,N-dimethylbenzylamine

Thereafter the reaction mixture was cooled in a separatory funnel while standing in a refrigerator maintained at 5° C. and separated into two layers. The upper oily layer, weighing 111.5g, was removed and steam distilled until no further oleaginous component was observed in the distillate as it came over. The crude distillate was found to contain 103.5g of N,N-dimethylbenzylamine (76.1% of theory), 3.3g of dimethylamine and no quaternary salts. The dimethylamine was distilled off below 29°C under atmospheric pressure from the N,N-dimethylbenzylamine (bp 82°C/18mmHg).

122-51-0 Synthesis

122-51-0
519 suppliers
$10.00/5ml

100-46-9 Synthesis

100-46-9
489 suppliers
$5.00/5 g

103-83-3
345 suppliers
$14.00/5g

Yield:103-83-3 99%

Reaction Conditions:

with platinum on carbon;hydrogen;toluene-4-sulfonic acid at 120; under 30003 Torr; for 0.5 h;Inert atmosphere;Autoclave;Reagent/catalyst;

Steps:

16 Examples General procedure for the reductive alkylation of amines with orthocarboxylic acid esters
General procedure: An autoclave was filled with catalyst (1 mol% based on the molar amount of amine), flushed with argon and topped up with a solution of amine (0.1 mol) and orthocarboxylic acid ester (0.11-0.3mol) in 10 ml of methanol (or ethanol) and 0.5 ml of a 0.2 M solution of anhydrous ptoluenesulphonic acid in methanol (or ethanol). The mixture was heated to 120°C and hydrogen was injected to 40 bar and then the mixture was stirred at a constant pressure until hydrogen absorption could no longer be detected (0.2 - 6 h). After being filtered off from the catalyst, the filtrate was distilled.

References:

EVONIK DEGUSSA GMBH;KADYROV, Renat WO2017/133913, 2017, A1 Location in patent:Page/Page column 9; 10