Table 2.
Continuous-flow deuteration of 6 a.
Entry | Catalyst | p (bar) | T (°C) | Total Conversion b (%) | Product Ratio b (%) | ||
---|---|---|---|---|---|---|---|
6a c | 6b | 6c | |||||
1 | Lindlar catalyst | 10 | 25 | 23 | 90 | 10 | 0 |
2 | Lindlar catalyst | 20 | 25 | 40 | 86 | 14 | 0 |
3 | Lindlar catalyst | 40 | 25 | 57 | 81 | 19 | 0 |
4 | Lindlar catalyst | 80 | 25 | 63 | 80 | 20 | 0 |
a: Conditions: c = 1 mg·mL‒1 in ethyl acetate, 1 mL·min–1 flow rate; b: Determined by GC-MS analysis of the crude material; c: During the reactions, the (Z) deuterated chalcone isomer is formed, but readily isomerizes to the more stable (E) form.