反应详情

温度

85 °C

To a solution of ethyl 1-((4-methoxy-2,3-dimethylphenylamino)methyl)-cyclobutanecarboxylate (19 g) in ethanol (120 mL) was added KOH (9 g in 50 mL of water). The solution was then heated up in an 85° C. bath for 2 hours. The solution was then evaporated to dryness, HCl (3 M) was then added while the flask cooled in ice bath to reach a pH of less than 1, and the solution was extracted with ethylacetate. The combined organic phases were then dried and evaporated to give 1-((4-methoxy-2,3-dimethylphenylamino)methyl)cyclobutanecarboxylic acid (21.0 g), which was used in the next step without further purification. 1H-NMR (300 MHz, CDCl3) δ=8.78-7.95 (s, 1H), 6.81-6.74 (d, 1H), 6.73-6.66 (d, 1H), 3.77 (s, 3H), 3.44 (s, 2H), 2.68-2.41 (m, 2H), 2.17 (s, 3H); 2.14 (s, 3H), 2.09-1.93 (m, 4H) ppm. 13C-NMR (75 MHz, CDCl3) δ=181.21, 15.251, 137.65, 126.32, 125.78, 112.31, 108.99, 56.21, 52.84, 46.64, 28.46, 15.93, 13.36, 12.27 ppm.

1. customThe solution was then evaporated to dryness, HCl (3 M)
2. additionwas then added while the flask
3. temperaturecooled in ice bath
4. extractionthe solution was extracted with ethylacetate
5. customThe combined organic phases were then dried
6. customevaporated