Description
Aminoacetaldehyde dimethyl acetal, also known as 2,2-dimethoxy-ethylamine, is a critical intermediate in the synthesis of ivabradine hydrochloride, proline analogs, praziquantel, and other raw materials. The existing process for producing aminoacetal dimethyl acetate uses vinyl acetate as the starting material, and the target product is synthesized through bromination, Gabriel synthesis, and hydrazinolysis.
Chemical Properties
clear colorless to pale yellow liquid
Uses
Amino acetaldehyde dimethyl was used in preparation of chitosan- dendrimer hybrids having various functional groups such as carboxyl, ester and poly(ethylene glycol). It was used in an synthesis of a bicyclic proline analog from L-ascorbic acid and in 3-component reaction catalyzed by MgClO4 leading to α-aminophosphonates.
General Description
Aminoacetaldehyde dimethyl acetal reacts with sulfone, followed by hydrolysis and reductive amination by adding desired piperazine derivative to yield piperazine derivatives of 2-furanyl[1,2,4]triazolo[1,5-a][1,3,5]triazine.
Synthesis
1)
to disposable in container, add the ammonia soln that
monochloroacetaldehyde dimethyl acetal and concentration are 10～40%,
stir;
2) by step 1) in reaction solution stir, this reaction solution is warming up to 100～150 ℃;
3) by step 2) in reaction solution distill, reclaim ammoniacal liquor, until steam without obvious cut;
4) in step 3) in reaction solution in to add concentration be 20%～50% aqueous sodium hydroxide solution, regulate pH to 12～14;
5)
by step 4) in solution carry out rectifying, collect colourless and
light yellow transparent liquid, be target product aminoacetaldehyde
dimethyl acetal.
Purification Methods
Dry the acetal over KOH pellets and distil it through a 30cm vacuum jacketed Vigreux column (p 11). [Lawson J Am Chem Soc 75 3398 1953, Erickson et al. J Am Chem Soc 77 6640 1955, Beilstein 4 IV 1918.]
