반응 #42473

반응 방정식

Methyl 4-butyl-8-cyano-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate

potassium hydroxide

→

title compound

수율 88.2%

4-Butyl-8-cyano-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylic acid

수율 88.2%

용매

methanol

water

반응 조건

후처리

1. 1
   농축then concentrated under reduced pressure
2. 2
   workup.ADDITIONThe residue was diluted with water
3. 3
   세척washed with ethyl acetate
4. 4
   추출extracted with chloroform (4×100 mL)
5. 5
   건조The combined organic extracts were dried (sodium sulfate)
6. 6
   여과filtered
7. 7
   농축concentrated under reduced pressure

실험 절차

To a stirred solution of Methyl 4-butyl-8-cyano-3,4-dihydro-2H-1,4-benzoxazine-6-carboxylate (184 mg) in methanol (3 mL) was added potassium hydroxide (7 mL of a 1.0 M solution in water). The mixture was stirred at room temperature overnight then concentrated under reduced pressure. The residue was diluted with water and washed with ethyl acetate. The aqueous layer was acidified to pH 4 with 1 N hydrochloric acid and extracted with chloroform (4×100 mL). The combined organic extracts were dried (sodium sulfate), filtered, and concentrated under reduced pressure to give 154 mg of the title compound: 1H NMR (300 MHz, CDCl3) δ 7.62, 7.46, 4.44, 3.41, 3.33, 1.60, 1.41, 0.98.

출처