Reduction of amino acids in the presence of boron trifluoride

Details Reduction of amino acids in the presence of boron trifluoride Reduction of amino acids in the presence of boron trifluoride

1975-01-10

1976-01-27

Evans, Joseph E.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260638N, 260643G, 2606065B, C07C 2900

Patent

active

039352803

ABSTRACT:
Organic compounds containing both an amino group and a carboxylic acid group are reduced when treated with boron trifluoride followed by diborane, a borane-ether or borane-organic sulfide complex. The presence of the boron trifluoride is responsible for an increase in the rate of reduction of the carboxylic acid group and eliminates the need for the large excess of the borane complex normally required due to the competing formation of boron-nitrogen compounds. Hydrolysis of the reaction mixture provides a useful and convenient method for separating the corresponding amino alcohol.

REFERENCES:
patent: 2856428 (1958-10-01), Brown
patent: 2874165 (1959-02-01), Brown
patent: 3026329 (1962-03-01), Brown et al.
Schecter et al., "J. Am. Chem. Soc.", Vol. 74, No. 14, (1952), pp. 3664-3668.

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