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Synthese du Malonate D'Ethyle 14 C‐2 par L'Intermediare D'UN Dilithio‐2, 2 Dithianne‐1, 3
Author(s) -
Pichat L.,
Noel J. P.
Publication year - 1978
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580150191
Subject(s) - chemistry , yield (engineering) , malonate , medicinal chemistry , raney nickel , ethyl chloroformate , benzene , organic chemistry , hydrogen , materials science , metallurgy
Formaldehyde‐ 14 C and 1, 2‐dimethyl‐4, 5‐bis (mercaptomethyl) benzene give a 90% yield of 1, 3 dithiane : 2 b which is metalated by n‐butyllithium in ether into the 2, 2‐dilithio 1, 3 dithiane : 3 b (yield 70 %). In situ 3 b is treated with ethyl chloroformate to give rise to 4 b in a 70% yield. 4 b is desulfurated by treatment with Raney Nickel in ethanol, giving an 80% yield of ethyl malonate‐2‐ 14 C. The overall yield from baryum carbonate is about 35%.