CLEAVAGE OR ACETYL-DE-ALKYLATION OF 4-METHOXYBENZYL (MPM) ETHERS USING ACETIC-ACID

被引:23
作者
HODGETTS, KJ [1 ]
WALLACE, TW [1 ]
机构
[1] UNIV SALFORD,DEPT CHEM & APPL CHEM,SALFORD M5 4WT,LANCS,ENGLAND
关键词
D O I
10.1080/00397919408011711
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Aryl (4-methoxyphenyl)methyl (MPM) ethers are cleaved by heating with acetic acid for a few hours at 90-degrees-C, producing the corresponding phenols and (4-methoxyphenyl)methyl acetate. Under the same conditions alkyl MPM ethers are transformed directly into the corresponding alkyl acetates.
引用
收藏
页码:1151 / 1155
页数:5
相关论文
共 15 条
[1]  
BELLI A, 1980, SYNTHESIS-STUTTGART, P477
[2]   FERRIC-CHLORIDE IN ACETIC-ANHYDRIDE - MILD AND VERSATILE REAGENT FOR CLEAVAGE OF ETHERS [J].
GANEM, B ;
SMALL, VR .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (25) :3728-3730
[3]  
GREENE TW, 1991, PROTECTIVE GROUPS OR, P53
[4]   A NEW REAGENT FOR THE REMOVAL OF THE 4-METHOXYBENZYL ETHER - APPLICATION TO THE SYNTHESIS OF UNUSUAL MACROCYCLIC AND BOLAFORM PHOSPHATIDYLCHOLINES [J].
HEBERT, N ;
BECK, A ;
LENNOX, RB ;
JUST, G .
JOURNAL OF ORGANIC CHEMISTRY, 1992, 57 (06) :1777-1783
[5]  
HODGETTS KJ, UNPUB
[6]   ON THE SELECTIVITY OF DEPROTECTION OF BENZYL, MPM (4-METHOXYBENZYL) AND DMPM (3,4-DIMETHOXYBENZYL) PROTECTING GROUPS FOR HYDROXY FUNCTIONS [J].
HORITA, K ;
YOSHIOKA, T ;
TANAKA, T ;
OIKAWA, Y ;
YONEMITSU, O .
TETRAHEDRON, 1986, 42 (11) :3021-3028
[7]  
HORITA K, 1989, CHEM PHARM BULL, V37, P1705
[8]   N-NITROSOHYDROXYLAMINES .1. ACETOLYSIS AND ACID-CATALYZED HYDROLYSIS OF N,O-DIBENZYL-N-NITROSOHYDROXYLAMINES - REACTION WITH POTASSIUM T-BUTOXIDE [J].
KANO, K ;
ANSELME, JP .
TETRAHEDRON, 1992, 48 (46) :10075-10086
[9]   NMR-STUDIES OF LIGNINS .1. SIGNALS DUE TO PROTONS IN FORMYL GROUPS [J].
LUNDQUIST, K ;
OLSSON, T .
ACTA CHEMICA SCANDINAVICA SERIES B-ORGANIC CHEMISTRY AND BIOCHEMISTRY, 1977, 31 (09) :788-792
[10]   UTILIZATION OF SULFUR-CONTAINING LEAVING GROUP .3. TOTAL SYNTHESIS OF PARABACTIN, A SPERMIDINE SIDEROPHORE [J].
NAGAO, Y ;
MIYASAKA, T ;
HAGIWARA, Y ;
FUJITA, E .
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1984, (02) :183-187