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. 2020 Mar 18;5(12):6666–6675. doi: 10.1021/acsomega.9b04448

Table 1. Optimization Studies for the One-Step Synthesis of Indium Stearate (3a)a.

2.

entry base equiv temp (°C) time (h) yield (%)
1 DABCO 4.0 reflux overnight 72
2 pyridine 4.0 reflux overnight 66
3 triethylamine 4.0 reflux overnight 32
4a DBU 4.0 reflux overnight 78
5b DBU 3.0 reflux overnight 80
6c DBU 1.0 reflux overnight 85
7d DBU 0.5 reflux overnight 66
8e DBU 1.0 25 overnight nr
9f DBU 1.0 40 overnight 22
10g DBU 1.0 60 overnight 60
11 DBU 1.0 reflux 6 h 60
12 DBU 1.0 reflux 8 h 58
13 DBN 1.0 reflux overnight 82
a

Unless otherwise noted, all reactions were carried out with 4.0 equiv (with respect to a fatty acid) of the base under reflux conditions.

b

The reaction was performed with 3.0 equiv of the base.

c

The reaction was performed with 1.0 equiv of the base.

d

The reaction was performed with 0.5 equiv of the base.

e

nr denotes no reaction.

f

The reaction was performed at 40 °C.

g

The reaction was performed at 60 °C.