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Acknowledgements
We thank the Nanyang Technological University, Sin-
gapore and the National Natural Science Foundation
of China (No. 20172039 and 20472062) for providing
the research funding.
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7. Representative experimental procedure: To a dried 10 mL
round-bottomed flask charged with [omim][PF6] (0.5 mL)
was added benzaldehyde (1 mmol) followed by TMSCN
(1 mmol) at room temperature. After stirring for 12 h,
another 1 mmol TMSCN was added subsequently and
stirred for another 12 h before extracting with ether
(3 · 15 mL). The combined ether layers were concentrated
in vacuo, then desilylated using 2 mL THF and 2 mL 1 M
aqueous HCl. Further extraction with ether and passage
through a column of silica gel gave the desired product. The
residual ionic liquid should be dried at 60 ꢁC under reduced
pressure before reusing in further reactions. Benzaldehyde
cyanohydrin: Rf = 0.6 (hexane–ethyl acetate 2:1); FTIR
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(NaCl, neat): m 3416, 2250 cmÀ1 1H NMR (300 MHz,
;
CDCl3): 3.74 (br s, 1H, OH), 5.50 (s, 1H, CH(OH)), 7.41–
7.52 (m, 5H, C6H5); 13C NMR (75.4 MHz, CDCl3): 63.4,
118.8, 126.6, 129.1, 129.7, 135.2; HRMS (EI, m/z): [M]+,
calcd for C8H7NO 133.0528, found 133.0554.
´
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´