반응 #57294

반응 방정식

10

4-(4-cyclopropylethynyl-2-oxo-4-trifluoromethyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yloxy)-butyric Acid Ethyl Ester

lithium hydroxide

→

11

수율 83.0%

4-(4-cyclopropylethynyl-2-oxo-4-trifluoromethyl-1,4-dihydro-2H-benzo[d][1,3]oxazin-6-yloxy)-butyric Acid

수율 83.0%

용매

methanol

water

반응 조건

후처리

1. 1
   농축concentrated under reduced pressure
2. 2
   workup.ADDITIONTo the residue 20 mL of water were added
3. 3
   추출The reaction mixture was extracted with 4×30 mL of ethyl acetate
4. 4
   건조dried (Na2SO4)
5. 5
   농축concentrated under reduced pressure
6. 6
   기타The residue was purified by preparative thin layer chromatography (silica gel, 2 mm thickness, E. Merck)

실험 절차

To a suspension of 45 mg (0.11 mmol) of 10 in 4 mL of 50% methanol in water was added 60 mg (2.5 mmol) of lithium hydroxide. The reaction mixture was allowed to stir at room temperature for 1 hour and concentrated under reduced pressure. To the residue 20 mL of water were added followed by 1 mL of 1N HCl. The reaction mixture was extracted with 4×30 mL of ethyl acetate. The organic layers were combined, dried (Na2SO4), and concentrated under reduced pressure. The residue was purified by preparative thin layer chromatography (silica gel, 2 mm thickness, E. Merck) using 5% methanol in dichloromethane to give 35 mg (0.091 mmol, 83%) of 11.

출처