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. Author manuscript; available in PMC: 2023 Apr 27.
Published in final edited form as: Chemistry. 2021 Jun 2;27(40):10369–10376. doi: 10.1002/chem.202100690

Table 2.

Optimization of [11C]carbonyl difluoride trapping with aniline, followed by spontaneous [11C]isocyanate formation, and coupling with benzylamine.

graphic file with name nihms-1887908-t0003.jpg
Entry PhNH2 [μmol] Solvent [0.5 mL] Yield of [11C]3 [%]a Yield of [11C]4 [%]a

1 10 MeCN 0 ± 0b 84 ± 9b
2 5 MeCN 0 ± 0 68 ± 9
3 20 MeCN 2 ± 1b 82 ± 9b
4 10 H2O/MeCN (1: 99 v/v) 1 ± 0 91 ± 0
5 10 H2O/MeCN (5: 95 v/v) 1 ± 0 62 ± 2
6 10 THF 4 ± 1 83 ± 2
7 10 DMSO 20 ± 0 45 ± 1
8 10 DMF 7 ± 3 39 ± 5
[a]

Yields are mean±range for n = 2, unless otherwise indicated.

[b]

Yields are mean±SD for n = 3. Total synthesis time was 6.5 min from the release of [11C]carbon monoxide.