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. 2019 Jul 2;9(36):20573–20581. doi: 10.1039/c9ra02763g

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
a

1 eq. of 1-Octanol.

b

Decomposed.

c

No alcohol.

d

No reaction.

e

50–100 °C.