Table 1.
Continuous-flow deuteration of 5 a.
| Entry | Catalyst | p (bar) | T (°C) | Total Conversion b (%) | Product Ratio b (%) | ||
|---|---|---|---|---|---|---|---|
| 5a c | 5b | 5c | |||||
| 1 | Lindlar catalyst | 10 | 25 | 47 | 92 | 8 | 0 |
| 2 | Lindlar catalyst | 20 | 25 | 57 | 86 | 14 | 0 |
| 3 | Lindlar catalyst | 40 | 25 | 63 | 77 | 23 | 0 |
| 4 | Lindlar catalyst | 80 | 25 | 82 | 73 | 23 | 4 |
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.