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Zur Synthese von Aminocaprolactam
Author(s) -
Kessler W.,
Brenner M.
Publication year - 1969
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.19690520406
Subject(s) - chemistry , hydrobromide , oleum , yield (engineering) , hydrolysis , lysine , amino acid , stereochemistry , sulfuric acid , caprolactam , organic chemistry , biochemistry , materials science , metallurgy
α‐Amino‐ϵ‐caprolactam (I), an intermediate for the synthesis of L‐lysine, has been synthesized by B ECKMANN ‐rearrangement of α‐amino‐cyclohexanoneoxime (XII) in concentrated sulfuric acid (13% yield) or oleum (34% yield). Cyclisation of α‐amino‐ϵ‐bromocaproamide hydrobromide (VIII) did not yield I but an isomer of I of unknown structure (compound X). Upon hydrolysis X gave a compound XI which was similar to lysine in its chromatographic and electrophoretic behavior.