Sec Butylamine

Angelici and Brink (40) have found that in the reactions of amine with trans-M(CO),(PPhMe2)2+ (M = Mn or Re), the rate of carbamoyl formation follows the order, n-butylamine > cyclohexyl-amine >, isopropylamine > sec-butylamine >> tert-butylamine, implying a strong steric effect in carbamoyl formation. A similar order has been observed in the rate of reaction of organic esters with amines to form amides (41). The data in Table III indicate that a steric effect may be operative in the Ru (CO) /NR3-catalyzed WGSR, since with tertiary amines the rate follows the order, NMeQ > MeNC.H > NEt > NBu0, which does not reflect the basicity of these amines. 

With the same methodology, it was possible to quantify the gas-phase exchange equilibria of the (/f)-enantiomer of the chiral amines (M/ ), sec-butylamine, 1-cyclohexylethylamine, a-methylbenzylamine, and 1-(1-naphthyljethylamine with protonated (S,S)-3 ([Uss] ) or protonated (R,R)-3 ([U/ / ] ). One among the selected amines was introduced together with a reference achiral amine (Mjef), i e., isopropylamine or cyclohexylamine, into the FT-ICR cell, where they react with [Uss] or to form the corresponding [Uss M/ ]" and [U/j/j M/ ]" adducts. The... 

Amines are named by adding the suffix-amine to the name of (a) the alkyl group attached to N or b) the longest alkane chain. The terminal e in the name of the parent alkane is dropped when amine follows but not when, for example, diamine follows [see Problem 18.1(d)]. Thus, CH3CH(NH2)CHjCHj is named sec-butylamine or 2-butanamine. Amines, especially with other functional groups, are named by considering amino, N-alkylamino and N,N-dialkylamino as substituents on the parent molecule N indicates substitution on nitrogen. 

Sec-Butyl Acetate N-Butyl Acrylate Iso-Butyl Acrylate N-Butyl Acrylate N-butyl Alcohol N-Butyl Alcohol Sec-Butyl Alcohol Tert-butyl Alcohol N -Butyraldehyde N-butyl Methacrylate N-Butylamine N-Butylamine Sec-Butylamine Tert-Butylamine Benzyl N-butyl Phthalate N-Amyl Alcohol N-Amyl Chloride... 

More recent was the demonstration of the enzymatic resolution of sec-butylamine (22), which is an important intermediate for a number of drug compounds for Bristol Myers Squibb [31]. (S)-sec-butylamine (23) ofhigh selectivity (99.5% ) was obtained by C. antarctica lipase-catalyzed acylation with ethyl decanoate in methyl tert-butyl ether (Scheme 7.12). Initial studies using ethyl or vinyl butyrate gave poor selectivity. This was due to the low stereodifferentiation between the two... 

The (S)-amine 23 was synthesized after 1 day and the enzyme was recovered from the reaction by filtration, then washed and reused. The residual amine was extracted from the MTBE solution with dilute phosphoric acid (pH 2.9-4.4). The aqueous extract was concentrated to give a phosphate salt of the (S)-sec-butylamine with 99.7%. This was followed by a crystallization procedure in ethanol to give 99.8% and 50% yield. 

Using essentially the same method the following amines have been prepared in 50-60 per cent yields M-butylamine, b. p. 75-80°, from butyraldoxime sec.-butylamine, b. p. 59-65° from ethylmethyl ketoxime cyclohexylamine, b. p. 133-1350, from cyclohexanoneoxime. Greater care must be observed in drying the butylamines. 

Buten-2-one, AC8U Butyl alcohol, ADlj.1 sec-Butyl alcohol, ADL2 Butylamine, ADlj-5 sec-Butylamine. AD tert-Butylamine. ADVT tert-Butylbenzene, AS05... 

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