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Bulletin of the Korean Chemical Society (BKCS)

ISSN 0253-2964(Print)
ISSN 1229-5949(Online)
Volume 14, Number 1
BKCSDE 14(1)
January 20, 1993 

Functionalization of Calix[4]arene with Hydroxyalkyl Groups at Upper Rim
Kyung Lan Hwang, Si-Hyun Ham, Kwang Hyun No*
Synthetic routes are described for the introduction of hydroxyalkyl groups to the upper rim of calix[4]arene. Treatment of p-bromocalix[4]arene methyl ether 3 with n-BuLi followed by para-formaldehyde produced p-hydroxymethylcalix[4]arene methyl ether 4 in 60% yield. p-Acetylcalix[4]arene methyl ether 7, obtained by Friedel-Crafts acetylation of calix[4]arene methyl ether 6, was reduced with NaBH4 to produce p-(1-hydroxy ethyl)calix[4]arene methyl ether 8 in 67% yield.
79 - 81
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