Optimization concerning solventa.
Entry | Solventbb | Reagent | Cool white LED (photon flux: 46 μmol s−1) | Time (h) | Yieldc (%) |
---|---|---|---|---|---|
1 | CH3CN | NBS | Yes | 1 | 84 |
2 | CH3OH | NBS | Yes | 15 | 45* |
3 | CH3CH2OH | NBS | Yes | 15 | 47* |
4 | CH3COOCH2CH3 | NBS | Yes | 15 | 41* |
5 | CHCl3 | NBS | Yes | 15 | 27* |
6 | H2O | NBS | Yes | 15 | NA |
7 | DMSO | NBS | Yes | 15 | 36* |
8 | DMF | NBS | Yes | 6 | 79 |
9 | CH3CN | NBS | Dark | 15 | 65* |
10 | CH3OH | NBS | Dark | 15 | 33* |
11 | CH3CH2OH | NBS | Dark | 15 | 40* |
12 | CH3COOCH2CH3 | NBS | Dark | 15 | 11* |
13 | CHCl3 | NBS | Dark | 15 | 9* |
14 | DMF | NBS | Dark | 15 | 38* |
15 | DMSO | NBS | Dark | 15 | 21* |
16 | H2O | NBS | Dark | 15 | NA |
Reaction condition: 1 (0.6 mmol) and NBS were taken in different solvents.
Volume of solvent: 1 mL.
Pure product was isolated by silica-gel column chromatography, * starting material was not consumed.