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. 2021 Sep 15;12(40):13413–13424. doi: 10.1039/d1sc04176b

Flow screen in toluene/TMEDA.

graphic file with name d1sc04176b-u3.jpg
Entry X (M) Toluene : TMEDA Flow ratea (mL min−1) Residence time (min) Yieldb SMb,c
1d 1.1 N/Ae 5 2.6 s 0% 65%
2 1.1 4 : 1 1 5 62% 8%
3 1.1 4 : 1 3 1.67 60% 29%
4 1.1 4 : 1 5 1 59% 29%
5 1.1 4 : 1 10 0.5 49% 40%
6 0.8 4 : 1 5 1 46% 55%
7 1.1 1 : 1 5 1 73% 14%
8 1.1 1 : 1 3 1.67 70% 10%
9 1.1 1:1 10 0.5 70% 8%
a

Flow rate from each pump; after junction, flow rate is doubled.

b

As determined by 1H NMR spectroscopy in the presence of 1,3,5-trimethoxybenzene.

c

Remaining starting material.

d

Using a 28 cm length of tubing as a reactor.

e

No TMEDA used.