Transformation of 5-methoxy-1-tetralone into 8-methoxy-1-tetralone

被引：2
|
作者：
Banerjeea, Ajoy K. [1 ]
Bedoya, Liadis [1 ]
Adherian, Maria E. [1 ]
Vera, William J. [1 ]
Cabrera, Elvia V. [2 ]
Kariney, Elidig R. [2 ]
机构：
[1] Inst Venezolano Invest Cient, Ctr Quim, Caracas 1020A, Venezuela
[2] Univ Zulia, Dept Quim, Fac Ciencias, Maracaibo 4011, Venezuela
来源：
JOURNAL OF CHEMICAL RESEARCH | 2010年 / 09期
关键词：
5-methoxy-1-tetralone; cyclisation; 8-methoxy-1-tetralone; bromination; aromatisation; 1-TETRALONES; CONVENIENT;
D O I：
10.3184/030823410X12843943759969
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The transformation of 1-hydroxy-5-methoxtetralin into 4-hydroxy-8-methoxy-1-tetralone was accomplished in three steps (benzoylation, oxidation and alkaline hydrolysis). Treatment of the corresponding ketotosylate with sodium iodide and zinc dust in dimethoxyethane yielded the 8-methoxy-1-tetralone in 22% yield. The ketotosylate also underwent detosylation with sodium cyanoborohydride but afforded tetraol in 45% yield which on oxidation was converted into the required tetralone in 87% yield.
引用
收藏
页码：522 / 524
页数：3
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