Convenient synthesis of alkyl amines via the reaction of organoboranes with ammonium hydroxide

Journal Article · Fri Oct 09 00:00:00 EDT 1981 · J. Org. Chem.; (United States)

DOI:https://doi.org/10.1021/jo00334a041· OSTI ID:5723917

Kabalka, G W; Sastry, K A.R.; McCollum, G W; Yoshioka, H

A process for the preparation of alkyl amines in which the reagents are generated in situ under mild and convenient reaction conditions is described. An organoborane is prepared via hydroboration, aqueous ammonium hydroxide is added, and then aqueous sodium hypochlorite is added to the mixture. Two of the alkyl groups in the trialkylborane are converted to the corresponding amines in good yield. (BLM)

• Research Organization: Univ. of Tennessee, Knoxville
• DOE Contract Number: AS05-80-EV10363
• OSTI ID: 5723917
• Journal Information: J. Org. Chem.; (United States), Vol. 46:21
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AMINES
CHEMICAL PREPARATION
AMMONIUM HYDROXIDES
CHEMICAL REACTIONS
AQUEOUS SOLUTIONS
BORANES
HYPOCHLOROUS ACID
ORGANOMETALLIC COMPOUNDS
SODIUM COMPOUNDS
ALKALI METAL COMPOUNDS
AMMONIUM COMPOUNDS
BORON COMPOUNDS
DISPERSIONS
HYDROGEN COMPOUNDS
HYDROXIDES
INORGANIC ACIDS
MIXTURES
ORGANIC COMPOUNDS
OXYGEN COMPOUNDS
SOLUTIONS
SYNTHESIS
400301* - Organic Chemistry- Chemical & Physicochemical Properties- (-1987)