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. 2016 Jan 7;1(1):101–105. doi: 10.1039/c5re00082c

Table 1. Optimization of conditions for segmented flow reduction/hydrolysis/cyclo-condensation sequence.

Entry Coil 1, t R/min Coil 2, T/°C Equiv. of HCl Yield a (%)
1 2.5 100 5.5 21
2 2.5 140 5.5 46
3 b 2.5 140 5.5 45
4 6 140 5.5 71 (69)
5 10 140 5.5 67
6 18 140 5.5 62
7 35 140 5.5 58
8 6 100 5.5 21
9 6 120 5.5 55
10 6 160 5.5 53
11 c 6 140 5.5 70
12 d 6 140 5.5 71
13 6 140 0 35
14 6 140 2.2 68
15 6 140 11 58

aYield determined from quantitative 1H NMR analysis with DMF as internal standard, yield of isolated product in parentheses.

b63 minute residence time in reactor coil 2.

c2.2 equivalents of dione used.

d2 equivalents of ascorbic acid used.