반응 #42281

반응 방정식

Lithium hydroxide monohydrate

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

→

title compound

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

용매

THF methanol water

water

hydrochloric acid

반응 조건

후처리

1. 1
   workup.ADDITIONis added
2. 2
   추출The aqueous mixture is extracted with ethyl acetate
3. 3
   기타The organic phase is separated
4. 4
   세척washed with saline
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   여과filtered
7. 7
   농축concentrated

실험 절차

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.

출처