PRODUCTION OF HYDROXYALKYL-SUBSTITUTED AMINOALKYNE

PROBLEM TO BE SOLVED: To obtain the subject compound in a high yield by the reaction of an alkyne with a carbonyl compound and an amine in the presence of a heterogeneous catalyst. SOLUTION: This compound, a hydroxyalkyl-substituted aminoalkyne of formula IV [e.g. 3-(di-2-hydroxyethylamino)propyne],...

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Hauptverfasser: RUEHL THOMAS DR, HENKELMANN JO DR, PREISS THOMAS DR
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creator RUEHL THOMAS DR
HENKELMANN JO DR
PREISS THOMAS DR
description PROBLEM TO BE SOLVED: To obtain the subject compound in a high yield by the reaction of an alkyne with a carbonyl compound and an amine in the presence of a heterogeneous catalyst. SOLUTION: This compound, a hydroxyalkyl-substituted aminoalkyne of formula IV [e.g. 3-(di-2-hydroxyethylamino)propyne], is obtained by reaction of an alkyne of formula I (R1 is H, an alkyl, hydroxyalkyl, etc.) with a carbonyl compound of formula II (R2 and R3 are each H, an alkyl, aryl, alkoxy, etc..) and an amine of formula III (R4 and R5 are each H, an alkyl, hydroxyalkyl, etc., or joined together with a bound N atom to form a five- or six-membered ring) in the presence of a heterogeneous catalyst such as an acetylated copper catalyst carried on a bismuth-doped silicate support. By virtue of this method, the objective desired aminoalkyne can be obtained in high yield without the need of any special means for pH adjustment.
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SOLUTION: This compound, a hydroxyalkyl-substituted aminoalkyne of formula IV [e.g. 3-(di-2-hydroxyethylamino)propyne], is obtained by reaction of an alkyne of formula I (R1 is H, an alkyl, hydroxyalkyl, etc.) with a carbonyl compound of formula II (R2 and R3 are each H, an alkyl, aryl, alkoxy, etc..) and an amine of formula III (R4 and R5 are each H, an alkyl, hydroxyalkyl, etc., or joined together with a bound N atom to form a five- or six-membered ring) in the presence of a heterogeneous catalyst such as an acetylated copper catalyst carried on a bismuth-doped silicate support. 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SOLUTION: This compound, a hydroxyalkyl-substituted aminoalkyne of formula IV [e.g. 3-(di-2-hydroxyethylamino)propyne], is obtained by reaction of an alkyne of formula I (R1 is H, an alkyl, hydroxyalkyl, etc.) with a carbonyl compound of formula II (R2 and R3 are each H, an alkyl, aryl, alkoxy, etc..) and an amine of formula III (R4 and R5 are each H, an alkyl, hydroxyalkyl, etc., or joined together with a bound N atom to form a five- or six-membered ring) in the presence of a heterogeneous catalyst such as an acetylated copper catalyst carried on a bismuth-doped silicate support. By virtue of this method, the objective desired aminoalkyne can be obtained in high yield without the need of any special means for pH adjustment.</abstract><edition>6</edition><oa>free_for_read</oa></addata></record>
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subjects ACYCLIC OR CARBOCYCLIC COMPOUNDS
APPARATUS THEREFOR
CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOIDCHEMISTRY
CHEMISTRY
GENERAL METHODS OF ORGANIC CHEMISTRY
METALLURGY
ORGANIC CHEMISTRY
PERFORMING OPERATIONS
PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
THEIR RELEVANT APPARATUS
TRANSPORTING
title PRODUCTION OF HYDROXYALKYL-SUBSTITUTED AMINOALKYNE
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