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US 9,175,019 B2Granted
Industrial process for the preparation of N-alkyl-N-trialkylsilylamides
AssigneePeptisyntha SA
InventorsRoland Callens, Andre Collin
Life of this patent
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Abstract
The present invention relates to a process for producing N-alkyl-N-trialkylsilylamides from trialkylsilylhalides and N-alkylamides in the presence of a base and in the absence of a solvent.
Claims18
A process for the preparation of a compound of formula
- wherein R1, R2, R3, R4 and R5 independently of each other represent C1-C6 alkyl,
- comprising
- reacting a compound of formula
- wherein R1 and R2 are as defined above
- with a compound of formula
- wherein X represents a halogen and R3, R4 and R5 are as defined above,
- in the presence of an organic base [OB] to form the compound of formula I and the salt of the protonated organic base [OB]H+X−, wherein X is as defined above and separating the compound of formula I from the salt of the protonated organic base [OB]H+X−, wherein the process is carried out in a reaction medium, wherein the compound of formula II, the compound of formula III, the organic base [OB] and the reaction products formed during the reaction are present in a combined amount of at least 90% of the reaction medium,
- and
- wherein 0.8 to 2 moles of the organic base [OB] are used per mole of the compound of formula II.
6 more elements
A process for the preparation of a compound of formula
- wherein R1, R2, R3, R4 and R5 independently of each other represent C1-C6 alkyl,
- comprising
- reacting a compound of formula
- wherein R1 and R2 are as defined above
- with a compound of formula
- wherein X represents a halogen and R3, R4 and R5 are as defined above, in the presence of an organic base [OB] to form the compound of formula I and the salt of the protonated organic base [OB]H+X−, wherein X is as defined above and separating the compound of formula I from the salt of the protonated organic base [OB]H+X−, wherein the process is carried out in a reaction medium, wherein the compound of formula II, the compound of formula III, the organic base [OB] and the reaction products formed during the reaction are present in a combined amount of at least 90% of the reaction medium,
- and
- wherein about 1 mole of the organic base [OB] is used per mole of the compound of formula II, wherein about equimolar amounts of the compounds of formula III and the organic base [OB] are used and wherein compounds of formula II and III and the organic base [OB] are slowly added together.
5 more elements
Dependencies are inferred from the claim text.