922-13-4

Usage

InChI:InChI=1/C9H19NO/c1-4-7-8-9(11)10(5-2)6-3/h4-8H2,1-3H3

Upstream product

• 109-89-7 diethylamine 
• 109-52-4 valeric acid 
• 41949-84-2 2-Diethylaminotetrahydropyran 
• 5309-99-9 N,N-diethylthiopentanamide 
• 20605-40-7 thiobenzoylhydrazine 
• 693-04-9 butyl magnesium bromide 
• 109-72-8 n-butyllithium 
• 88-10-8 N,N-diethylcarbamyl chloride 
• 110-87-2 3,4-dihydro-2H-pyran 
• 14273-07-5 1-ethoxy-pent-1-yne 
• 2008-34-6 2-(pentylthio)tetrahydro-2H-pyran 
• 924-31-2 1-Diaethylamino-pent-1-in 
• 638-29-9 n-valeryl chloride 

Downstream Products

• 54007-33-9 N-ethyl-pentanamide 
• 5309-99-9 N,N-diethylthiopentanamide 
• 108-29-2 5-methyl-dihydro-furan-2-one 
• 109-52-4 valeric acid 
• 502-56-7 nonanone-5 

Relevant academic research and scientific papers

Access to Diarylmethanols by Wittig Rearrangement of ortho-, meta-, and para-Benzyloxy- N-Butylbenzamides

The N-butyl amide group, CONHBu, has been found to be an effective promoter of the [1,2]-Wittig rearrangement of aryl benzyl ethers and thus allow the two-step synthesis of isomerically pure substituted diarylmethanols starting from simple hydroxybenzoic acid derivatives. The method is compatible with a wide range of functional groups including methyl, methoxy, and fluoro, although not with nitro and, unexpectedly, is applicable to meta as well as ortho and para isomeric series.

Palladium-catalyzed intermolecular α-arylation of zinc amide enolates under mild conditions

The intermolecular α-arylation and vinylation of amides by palladium-catalyzed coupling of aryl bromides and vinyl bromides with zinc enolates of amides is reported. Reactions of three different types of zinc enolates have been developed. The reactions of

Preparation of tertiary amides from carbamoyl chlorides and organocuprates

(Chemical Equation Presented) Reaction of carbamoyl chlorides with cyano-Gilman cuprates affords tertiary amides in good to excellent yields. The reaction is general due to the possibility of using reagents made either from organolithium or from Grignard compounds. The characterization of the main side products allowed for the suggestion of a possible mechanism.

Cross-coupling reactions of carbamoyl chlorides and Grignard reagents: A new rapid synthesis of tertiary amides

Tributyl phosphine or nickel catalysts allow the cross-coupling reaction between N,N-dialkylcarbamoyl chlorides and alkyl or aryl Grignard reagents. This convenient and simple method affords tertiary amides with moderate to excellent yields in short reaction times. (C) 2000 Elsevier Science Ltd.

HETEROCYCLIZATION OF DERIVATIVES OF THIONCARBOXYLIC ACIDS TO 1,3,4-THIADIAZOLES UNDER THE ACTION OF TERT-BUTYL HYPOCHLORITE

A method for synthesis of 2-alkyl-5-aryl- and 2,5-diaryl-1,3,4-thiadiazoles by successive reaction of thioamides with tert-butyl hypochlorite and benzothiohydrazides was developed.The first step in the formation of 1,3,4-thiadiazoles consists of oxidation

THE DIRECT CONVERSION OF CARBOXYLIC ACIDS TO CARBOXAMIDES VIA REACTION WITH UNSOLVATED BIS(DIORGANOAMINO) MAGNESIUM REAGENTS

It has been found that unsolvated bis(diorganoamino) magnesium compounds react smoothly with carboxylic acids to give the corresponding carboxamides directly in good to excellent yields.

ACTIVITY OF 1-OXA-3-THIACYCLOALKANES AND 2-ALKYLTHIOOXACYCLANES IN FREE-RADICAL ISOMERIZATION

It was established that radical isomerization to alkyl esters of thiocarboxylic acids, initiated by tert-butyl peroxide at 130-150 deg C, is a common reaction for five-, six- and seven-membered 1-oxa-3-thiacycloalkanes and 2-alkylthiooxacycloalkanes.Under analogous conditions 2-diethylaminotetrahydropyran isomerizes to N,N-diethylvaleramide.The relation between the structure and the reactivity of 1-oxa-3-thiacycloalkanes and 2-alkylthiooxacycloalkanes in free-radical isomerisation was studied by the method of competing reactions.Depending on the ring size, the activity of the 1-oxa-3-thiacycloalkanes increases in the order : 1,3-oxathianes 1,3-oxathiolanes 1,3-oxathiepanes.

Direct Oxidation of Alkanoic Acids and their Amides to γ-Lactones by Peroxydisulphate-containing Systems

The reaction of one-electron oxidation of alkanoic acids (I) and their amides (VI) on treatment with Na2S2O8-containing systems has been studied.As a result of the direct one-pot reaction acids (I) and amides (VI) are converted into γ and δ-lactones, the reaction being regioselective and leading mainly to γ-lactones in up to 35percent yield.The regioselectivity of the oxidative lactonisation depends greatly on the nature of alkyl substituents.The results obtained are presented in terms of a mechanism suggesting the generation of acyloxyl and amidyl radicals from (I) and (VI), respectively, followed by a rearrangement via a 1,5- or 1,6-H shift into the corresponding 3- and 4-carboxy- or -carboxamido-alkyl ra The latter undergo oxidative cyclisation to produce γ and δ lactones.The system Na2S2O8-NaCl-NaOH converts carboxamides (VI) into amines with loss of one carbon atom as a result of a Hoffmann type rearrangement.

Process for introducing alkyl radicals into carbon chains having a functional group and compounds prepared by said process

Process for introducing a substituent selected from branched- or straight-chain alkyl radicals having from 1 to 12 carbon atoms, aralkyl or cycloalkyl radicals in which the alkyl moiety has from 1 to 4 carbon atoms, into a carbon chain bearing a stable functional group the said carbon chain having at least one proton in α-position in relation to this functional group, process whereby, in a first step, this carbon chain is reacted with a complex base comprising a mixture of alkali metal amide and alkali metal alcoholate suspended in an anhydrous organic solvent to provide temporarily a carbanion, then in a second step this carbanion is reacted in an anhydrous organic solvent with an alkyl, aralkyl or cycloalkyl halide corresponding to the substituent to be introduced.