Methyl-„-butylamine

Amination. Amyl alcohols can react with ammonia or alkylamines to form primary, secondary, or tertiary-substituted amines. Eor example, 3-methyl-butylamine [107-85-7] is produced by reductive ammonolysis of 3-methyl-1-butanol over a Ni catalyst at 150°C (59). Some diisoamyl- and triisoamyl amines are also formed in this reaction. Good selectivities (88%) of neopentyl amine [5813-64-9] are similarly produced by reductive ammonolysis of neopentyl alcohol (60). 

Four times these amounts have been used for N-methyl-butylamine with equal success. 

Typical polyesteramide made from di-2-propanolamine, hexahydrophthalic anhydride and bis-(dimethylaminopropyl)imine. Synergists polyethyleneimine reacted with formaldehyde and caprolactam giving polymers with pendant caprolactam rings V-methyl butylamine reacted with formaldehyde and polyacrylamide... 

N-Butylallenimine, 44, 55 a-Butylamine, conversion to N-methyl-butylamine, 44, 72 Butylamine, N-methyl-, 44, 72 (-Butyl azidoformate, 44,15 conversion to (-butyl hydmzodifor-mate, 44,18... 

Methyl /3-brohopropionatk, 20, 64 Methyl 5-bromovalerate, 26, 52 Methyl- -butylamine, 25,19... 

A mixture of 3-bromo-2-thienyl carboxylic acid (2.5 mmol) and 3 ml of thionyl chloride was refluxed 4 hours, then concentrated. The residue was co-evaporated twice with toluene, then extracted with 12.5 ml CH2C12, and treated with 3-methyl-butylamine (3 mmol) and triethylamine (5.5 mmol). The mixture was stirred overnight and was then washed with NaHC03 solution, dried, concentrated, and around 1.5-2.5 mmol product isolated and used without further purification. 

C5H13N methyl-butylamine 110-68-9 17.009 119.732 1,2 6981 C6H6N2 trans-1,4-dicyano-2-butene 1119-85-3 25.389 107.934 2... 

SYNTHESIS To a well-stirred, ice cold solution of 5.0 g indole in 75 mL TBME, there was added a solution of 6.35 g oxalyl chloride in 25 mL CH2CI2 dropwise over the course of 15 min. Stirring was continued for an additional 10 min, and the resulting solids were removed by filtration and washed with 15 mL cold TBME. This solid amide was, in turn, added portionwise over a period of 10 min to a well stirred, ice cold solution of 15 mL N-methyl-butylamine in 100 mL... 

Additional evidence for open secondary cations comes from the stereochemistry of 1,2-alkyl shifts from a secondary to a primary carbon. The ethyl shift induced by diazotization of 2-methyl-butylamine (635) gives 2-pentanol (640) with 54% inversion of configuration469. 69% inversion was observed in the formation of 3-hexanol (644) from 2-methylpentylamine (641) by a 1,2-methyl shift while the 1,2-propyl shift leading from (641) to 2-hexanol (648) proceeds with 65% inversion457. (These... 

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