3-bromobutyric acid

Bromobutyric acid 2,6-Xylidine n-Propylamine Hydrogen chloride... 

The starting material is prepared by reacting 2-bromobutyric acid with sulfonyl chloride to give the acid chloride. It is then reacted with 2,6-xylidine, then with potassium iodide followed by n-propylamine. 

Cyclisation of 1-hydroxy-2-napt ho ic acid in dry toluene in the presence of phosphorous pentoxide as a dehydrating agent gives a small yield of a cyclic tetramer, termed tetra-l-napthoid (7.34). Host 7.34 forms a number of 1 2 clathrates with small molecules such as CHC13 and benzene, which are very unstable with respect to desolvation. Complexes of 2-bromobutyric acid and napthalene are much more stable. A charge transfer complex with tetracyanoethylene (TCNE) is also known in which the electron-poor TCNE accepts electron density from the electron-rich aryl rings of the macrocycle. 

Preparation of 2-bromobutyric acid by hydrolysis of the crude bromide (obtained from butyric acid, bromine, and red phosphorus) by hot water is described by Fischer and Mou-neyrat.560... 

Bromobutyric acid (100 g) was boiled for 5-6 h with an equivalent amount (83 g) of potassium carbonate in water (500 ml). The solution was then evaporated, the residue was treated with the calculated amount of hydrochloric acid, and the viscous solution was filtered from the precipitated mixture of potassium chloride and bromide and extracted with ether. Drying of the extract over sodium sulfate, removal of the ether, and several fractionations in a vacuum gave 2-hydroxybutyric acid, m.p. 42°, b.p. 140°/12 mm. The yields were not stated. 

Aminobutyric acid 516 Ammonium carbonate (450 g, 8 moles of NH3) is warmed to 55° with water (140 ml), cooled to 40°, and treated with aqueous ammonia (410 ml, 6 moles of NH3). Still at this temperature 2-bromobutyric acid (167 g) is added gradually during 30 min. The whole is set aside for 24 h at 40-50°, then ammonia and carbon dioxide are removed on the water-bath, after which the solution is concentrated in an evaporating dish until the amino add separates. After cooling, this product is filtered off and washed twice with a little methanol. Evaporation of the filtrate to 125 ml and addition of methanol (250 ml) give a second fraction. The total yield of pure amino acid is 59-62 g (57-60%). 

Thiobenzamide and 3 eqs. NEt3 added to anhydrous acetonitrile, cooled to —20°, a pre-formed soln. of 2-bromobutyrylimidazole (prepared by adding N,N -carbonyldi-imidazole to 2-bromobutyric acid in acetonitrile and stirring for 10 min at 0°) added dropwise over several min, stirred at —20° for 30 min, rcrr-butyldimethylsilyl chloride in acetonitrile added in one portion, stirred for 3 h at 0°, and poured into cold water... 

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Bromobutyric Acid 80-58-0 Calcium Bisulfate 23276-62-2 Chloracetic Acid 79-11-8... 

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