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AVRORIN et al.
a small amount of cooled benzene. The obtained
EXPERIMENTAL
product was purified by crystallization from benzene
to give 130 mg of dry product, yield 16% with respect
to the used triethylamine hydrochloride. Total activity
of the obtained product was ~40 mCi, the yield to the
used tritium 8%.
Experimental procedure. Glass ampule connected
with the tube filled with copper oxide and the ampule
with gaseous tritium (0.5 Ci) was charged with 0.5 g of
triethylamine hydrochloride. The system was
evacuated, copper oxide heated to 400°С. The ampule
with triethylamine hydrochloride was cooled with
liquid nitrogen, the ampule with tritium was opened by
magnetic peen and the tritium-containing water formed
by the contact of tritium with copper oxide was
condensed to the cooled ampule; to the same ampule,
500 µL of chloroform was condensed in a vacuum.
The ampule was sealed and heated for some minutes
for complete dissolution of the salt. Chloroform was
removed from the reaction mixture in a vacuum and
the labelled triethylamine hydrochloride was dried by
gradually increasing the temperature to 150–160°С.
The dried labelled triethylamine hydrochloride was
transferred in a vial with screwed cap, 0.40 mL of
trichlorosilane and 0.45 mL of germanium
tetrachloride was added. The vial was tightly closed
with screwed cap and kept in a boiling water bath till
disappearance of the solid phase and the formation of
two unmixed layers (~2 h). After cooling to room
temperature, to the mixture 2 mL of dry hexane was
added, the mixture was vigorously stirred by shaking,
the hexane layer was separated and rejected. The
residue of trichlorogermane aminate was washed with
hexane, 2×2 mL, dissolved in 4 mL of benzene, the
solution was cooled with ice water, and 0.75 mL of
anhydrous isopropanol and 1.2 mL of triethylamine
was successively added dropwise with intense stirring
in an argon flow. The precipitate of triethylamine
hydrochloride was filtered off in a vacuum. The
transparent mother liquor was cooled again, and
0.25 mL of freshly distilled triethanolamine was added
dropwise at stirring in an argon atmosphere. The
reaction mixture was kept in a closed vial overnight in
refrigerator. The formed precipitate was separated by
centrifugation, the mother liquor was evaporated to
half of the volume in a vacuum. The formed precipitate
was separated again by centrifugation. The precipitates
were combined, washed successively with hexane and
Mass spectra were taken on a “MaXis” Bruker mass
spectrometer. NMR spectra were registered on a
Bruker 400 Avance spectrometer in CDCl3 or DMSO-
d6 solution. The activity of the synthesized compound
was measured on the liquid β-radiometer “Beta-2.”
ACKNOWLEDGMENTS
This work was financially supported by the Russian
Foundation for Basic Research (grant no. 16-03-
00660). The authors thank the colleagues from the
Scientific Park of St. Petersburg University for
registering the NMR and mass spectra.
CONFLICT OF INTERESTS
No conflict of interests was declared by the authors.
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