An Improved Bouveault-Blanc Ester Reduction with Stabilized Alkali Metals

被引:49
作者
Bodnar, Brian S. [1 ]
Vogt, Paul F. [1 ]
机构
[1] SiGNa Chem Inc, Proc Dev Serv, Monmouth Jct, NJ 08852 USA
关键词
PRIMARY ALCOHOLS; SILICA-GEL; CORRESPONDING ACIDS;
D O I
10.1021/jo802778z
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Significantly improved Bouveault-Blanc conditions for ester reduction have been developed using sodium in silica gel (Na-SG), a free-flowing powder that can be easily handled in the open atmosphere. Primary alcohols were prepared in excellent yield from a variety of aliphatic esters under mild reaction conditions. The chemistry presented here is far safer than the classic Bouveault-Blanc reduction and is competitive with more modern hydride reduction methods.
引用
收藏
页码:2598 / 2600
页数:3
相关论文
共 21 条
[1]  
ADKINS H, 1949, ORG SYNTH, V29, P80
[2]  
Bouveault L, 1903, CR HEBD ACAD SCI, V136, P1676
[3]  
Bouveault L, 1903, CR HEBD ACAD SCI, V137, P60
[4]  
Bouveault L, 1903, CR HEBD ACAD SCI, V137, P328
[5]  
Bouveault L., 1904, B SOC CHIM FR, V31, P1210
[6]  
Bouveault L., 1904, B SOC CHIM FR, V31, P1213
[7]  
Bouveault L., 1904, B SOC CHIM FR, V31, P666
[8]  
Bouveault L., 1904, B SOC CHIM FR, V31, P1206
[9]   *ZUR KENNTNIS DER SEEIGEL-FARBSTOFFE .2. SYNTHESE DES 2-ATHYL-3,5,6,8-TETRAOXYNAPHTHOCHINONS-(1,4) [J].
BRUNNER, O ;
SINGULE, E .
MONATSHEFTE FUR CHEMIE, 1948, 79 (01) :81-86
[10]   *ZUR KENNTNIS DER SEEIGEL-FARBSTOFFE .1. UBER EINE NEUE SYNTHESE DES 2-ATHYL-3,5,8-TRIOXY-NAPHTHOCHINONS-(1,4) [J].
BRUNNER, O ;
SINGULE, E .
MONATSHEFTE FUR CHEMIE, 1947, 77 (1-5) :251-258