Table 1.
| |||
---|---|---|---|
entry | deviation from optimized conditions | time (h) | yield (%) |
1 | none | 1.5 | 72 |
2 | no PhCOOH | 24 | 38 |
3 | 50 mol % of PhCOOH | 1 | 72 |
4 | AcOH instead of PhCOOH | 2.5 | 66 |
5 | 2-EHA instead of PhCOOH | 2.5 | 67 |
6 | 0.2 M conc | 1.5 | 67 |
7 | 0.05 M conc | 2.5 | 69 |
8 | 1.5 equiv of THIQ | 2 | 46 |
9 | 3 equiv of THIQ | 1.5 | 55 |
Reactions were performed on a 0.2 mmol scale. All yields correspond to isolated yields.
2-EHA = 2-ethylhexanoic acid