Реакция #42281

Уравнение реакции

Lithium hydroxide monohydrate

methyl 3-[(dipropylamino)carbonyl]-5-ethylbenzoate

→

title compound

3-[(Dipropylamino)carbonyl]-5-ethylbenzoic acid

Растворители

THF methanol water

water

hydrochloric acid

Условия реакции

Обработка

1. 1
   workup.ADDITIONis added
2. 2
   ЭкстракцияThe aqueous mixture is extracted with ethyl acetate
3. 3
   ДругоеThe organic phase is separated
4. 4
   Промывкаwashed with saline
5. 5
   Сушкаdried over anhydrous magnesium sulfate
6. 6
   Фильтрацияfiltered
7. 7
   Концентрированиеconcentrated

Методика

Lithium hydroxide monohydrate (0.0680 g, 1.6 mmol) is added to a mixture of methyl 3-[(dipropylamino)carbonyl]-5-ethylbenzoate (PREPARATION 20, 0.450 g, 1.6 mmol) in a mixture of THF/methanol/water (2/1/1, 8 mL). The mixture is stirred at 20-25 degrees C. for 3 hours. The mixture is then diluted with water (20 mL) and hydrochloric acid (1 N) is added to bring the pH to less than 3. The aqueous mixture is extracted with ethyl acetate. The organic phase is separated and washed with saline, dried over anhydrous magnesium sulfate, filtered and concentrated to give the title compound, MS (ESI+) for C16H23NO3 m/z (M+H)+=278.2.

Источник