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Eine effiziente Synthese von 1‐Triacontanol
Author(s) -
Kirchner Gerald,
Weidmann Hans
Publication year - 1985
Publication title -
liebigs annalen der chemie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0170-2041
DOI - 10.1002/jlac.198519850123
Subject(s) - chemistry , triacontanol , yield (engineering) , catalysis , hydride , organic chemistry , materials science , metallurgy , hydrogen
An Efficient Synthesis of 1‐Triacontanol Reduction of 12‐dodecanolide ( 1 ), readily accesible from cyclododecanone, with diisobutylaluminium hydride afforded a 98:2 mixture of 12‐hydroxydodecanal ( 3 ) and 2‐oxa‐1‐cyclotridecanol ( 2 ). Its reaction with triphenyloctadecylphosphorane yielded 12‐triaconten‐1‐ol ( 4 ), the catalytic hydrogenation of which gave a total yield of 68% of 1‐triacontanol ( 5 ) starting from cyclododecanone.