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A Short Syntheses of 1,2‐Dimethylazulenes
Author(s) -
Fallahpour Reza Ali,
Hansen HansJürgen
Publication year - 1992
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19920750705
Subject(s) - chemistry , yield (engineering) , azulene , hydroxymethyl , hexane , organic chemistry , molar , molar ratio , medicinal chemistry , stereochemistry , medicine , materials science , dentistry , metallurgy , catalysis
Dimethyl azulene‐1,2‐dicarboxylates are reduced with a 4–5 molar excess of DIBAH in Et 2 O/hexane at 0° to yield the corresponding 2‐(hydroxymethyl)‐1‐methylazulenes which can be further reduced to 1,2‐dimethylazulenes on treatment with Et 3 SiH in TFA at 60° ( cf. the Table ).