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Borohydride reduction of alkyl phenyl ketones within a reversed‐phase liquid chomatographic column
Author(s) -
Jaeger David A.,
Clennan Malgorzata Wegrzyn
Publication year - 1990
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.610030907
Subject(s) - chemistry , sodium borohydride , borohydride , selectivity , propiophenone , alkyl , high performance liquid chromatography , substrate (aquarium) , chromatography , ketone , organic chemistry , catalysis , oceanography , geology
The reductions of propiophenone and octanophenone to 1‐phenylpropan‐1‐ol and 1‐phenyloctan‐1‐ol, respectively, with sodium borohydride and tetrabutylammonium borohydride were performed on a reverse‐phase highperformance liquid chromatographic (HPLC) column of macroporous 10‐μm poly(styrene–divinylbenzene) undr HLPC conditions. In these reactions a lower concentration of tetrabutylammonium borohydride than of sodium borohydride was needed to effect the same extent of reduction, and modest substrate selectivity was obtained.

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