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. 2018 May 7;3(5):4974–4985. doi: 10.1021/acsomega.8b00159

Table 1. Screenings of the Acid Loadingsa.

2.

entry loading (mol %) conv. (%)b entry loading (mol %) conv. (%)b
1 0.005 68 14 30 91
2 0.01 76 15 60 89
3 0.03 91 16 100 84
4 0.05 93 17 120 78
5 0.10 95 18 300 59
6 0.20 94 19 600 6
7 0.25 94 20c 0.10 93
8 0.30 95 21d 0.10 93
9 0.5 92 22e 0.10 96
10 1.0 92 23f 0.10 93
11 3.0 92 24g 0.10 91
12 6.0 92 25h 0.10 92
13 12 91 26i 0.10 91
a

Unless otherwise specified, a mixture of aldehydes 1 (2 mmol) and hydrochloric acid in methanol was stirred at an ambient temperature for 20 min.

b

Determined by gas chromatography (GC) analyses of the crude reaction mixture.

c

At 50 °C for 3 min.

d

At 30 °C for 10 min.

e

At 0 °C for 2 h.

f

At −20 °C for 2 h.

g

At −60 °C for 24 h.

h

8 mol/L HCl was used.

i

4 mol/L HCl was used.