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ChemicalBook CAS DataBase List 2,2-DiMethoxy-N-(thiophen-3-ylMethyl)ethanaMine
58754-97-5

2,2-DiMethoxy-N-(thiophen-3-ylMethyl)ethanaMine synthesis

3synthesis methods
498-62-4 Synthesis
3-Thiophenecarboxaldehyde

498-62-4
416 suppliers
$5.00/1g

22483-09-6 Synthesis
Aminoacetaldehyde dimethyl acetal

22483-09-6
498 suppliers
$5.00/5g

2,2-DiMethoxy-N-(thiophen-3-ylMethyl)ethanaMine

58754-97-5
6 suppliers
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Yield:58754-97-5 94%

Reaction Conditions:

Stage #1: 3-thiophene carboxaldehyde;2,2-dimethoxyethylamine at 20; for 60 h;
Stage #2: with hydrogen;palladium 10% on activated carbon in ethanol; under 2896.11 Torr;

Steps:

1

To 3-thiophenecarboxaldehyde (8.75 mL) cooled to 0° C. was added aminoacetaldehyde dimethylacetal (14.2 mL). The clear solution was stirred at room temperature for 60 h. The solution was diluted with ethanol and hydrogenated at 56 psi in the presence of 10% Pd/C (5 g) overnight. The catalyst was filtered off and washed with MeOH. The solvent was removed by rotary evaporation and co-evaporated with toluene to afford an oil (19 g, 94% yield).

References:

US2004/14755,2004,A1 Location in patent:Page/Page column 76