Studies on the transacetalization efficiency of 2-alkoxy-3-enamines using (Z)-2-butoxy-6-chloro-3-((6-methoxybenzo[d]thiazol-2-ylamino)methylene)chroman-4-one (3aw) as a substrate.
| Entry | Alcohol (20 mL) | Solvent | Time (h) | Product | Yield (%) |
|---|---|---|---|---|---|
| 1 | MeOH | MeOH | 24 | 3ag | 91 |
| 2 | 1-Octanol | 1-Octanol | 120 | 3bi | 12 |
| 3 | 1-Octanola | Xylene | 24 | —b | — |
| 4 | —c | Xylene | 6 | —d | — |
| 5 | —c | Xylene | 6e | —b | — |
1 eq. of 1-Octanol.
Decomposed.
No alcohol.
No reaction.
50–100 °C.